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1

Boyet, Marion, Laurent Chabaud, and Mathieu Pucheault. "Recent Advances in the Synthesis of Borinic Acid Derivatives." Molecules 28, no. 6 (March 15, 2023): 2660. http://dx.doi.org/10.3390/molecules28062660.

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Borinic acids [R2B(OH)] and their chelate derivatives are a subclass of organoborane compounds used in cross-coupling reactions, catalysis, medicinal chemistry, polymer or optoelectronics materials. In this paper, we review the recent advances in the synthesis of diarylborinic acids and their four-coordinated analogs. The main strategies to build up borinic acids rely either on the addition of organometallic reagents to boranes (B(OR)3, BX3, aminoborane, arylboronic esters) or the reaction of triarylboranes with a ligand (diol, amino alcohol, etc.). After general practical considerations of borinic acids, an overview of the main synthetic methods, their scope and limitations is provided. We also discuss some mechanistic aspects.
2

Chudzinski, Michael G., Yuechuan Chi, and Mark S. Taylor. "Borinic Acids: A Neglected Class of Organoboron Compounds for Recognition of Diols in Aqueous Solution." Australian Journal of Chemistry 64, no. 11 (2011): 1466. http://dx.doi.org/10.1071/ch11294.

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Association constants between diphenylborinic acid and representative analytes capable of reversible two-point covalent binding (diols, catechols, and hydroxy acids) were determined using an indicator-displacement assay. Unlike boronic acids, which have been studied in great detail as receptors for diols and related compounds, borinic acids have effectively been ignored as candidates for such applications. The results of this study indicate that diphenylborinic acid displays high affinity for certain analytes of this type in aqueous solution. Of particular interest are differences between the selectivity of the borinic acid and that of a boronic acid of similar pKa towards the series of analytes studied: the borinic acid displays an unusually high level of discrimination for catechols over carbohydrates. The distinct selectivity observed, and the unique opportunities for steric and electronic tuning of diarylborinic acids, suggest that these compounds hold significant potential for applications in aqueous-phase molecular recognition.
3

Marciasini, Ludovic, Bastien Cacciuttolo, Michel Vaultier, and Mathieu Pucheault. "Synthesis of Borinic Acids and Borinate Adducts Using Diisopropylaminoborane." Organic Letters 17, no. 14 (July 6, 2015): 3532–35. http://dx.doi.org/10.1021/acs.orglett.5b01620.

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4

García, Antonio Abad, Alexey Rayevsky, E. Andrade-Jorge, and José G. Trujillo-Ferrara. "Structural and Biological Overview of Boron-containing Amino Acids in the Medicinal Chemistry Field." Current Medicinal Chemistry 26, no. 26 (October 22, 2019): 5077–89. http://dx.doi.org/10.2174/0929867325666180926150403.

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Background: Amino acids are the basic structural units of proteins as well as the precursors of many compounds with biological activity. The addition of boron reportedly induces changes in the chemical-biological profile of amino acids. Methods: We compiled information on the biological effect of some compounds and discussed the structure-activity relationship of the addition of boron. The specific focus presently is on borinic derivatives of α-amino acids, the specific changes in biological activity caused by the addition of a boron-containing moiety, and the identification of some attractive compounds for testing as potential new drugs. Results: Borinic derivatives of α-amino acids have been widely synthesized and tested as potential new therapeutic tools. The B-N (1.65 A°) or B-C (1.61 A°) or B-O (1.50 A°) bond is often key for the stability at different pHs and temperatures and activity of these compounds. The chemical features of synthesized derivatives, such as the specific moieties and the logP, polarizability and position of the boron atom are clearly linked to their pharmacodynamic and pharmacokinetic profiles. Some mechanisms of action have been suggested or demonstrated, while those responsible for other effects remain unknown. Conclusion: The increasing number of synthetic borinic derivatives of α-amino acids as well as the recently reported crystal structures are providing new insights into the stability of these compounds at different pHs and temperatures, their interactions on drug targets, and the ring formation of five-membered heterocycles. Further research is required to clarify the ways to achieve specific synthesis, the mechanisms involved in the observed biological effect, and the toxicological profile of this type of boron-containing compounds (BCCs).
5

Ouadoudi, Omar, Tanja Kaehler, Michael Bolte, Hans-Wolfram Lerner, and Matthias Wagner. "One tool to bring them all: Au-catalyzed synthesis of B,O- and B,N-doped PAHs from boronic and borinic acids." Chemical Science 12, no. 16 (2021): 5898–909. http://dx.doi.org/10.1039/d1sc00543j.

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Singly and doubly B,E-doped PAHs were synthesized using a protocol that starts from easy-to-handle boronic and borinic acids and offers the possibility to choose between the preparation of B,O- and B,N-PAHs in the final reaction step.
6

Le Coz, Erwann, Ziyun Zhang, Thierry Roisnel, Luigi Cavallo, Laura Falivene, Jean‐François Carpentier, and Yann Sarazin. "Barium‐Catalysed Dehydrocoupling of Hydrosilanes and Borinic Acids: A Mechanistic Insight." Chemistry – A European Journal 26, no. 16 (March 18, 2020): 3535–44. http://dx.doi.org/10.1002/chem.201904933.

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7

Le Coz, Erwann, Ziyun Zhang, Thierry Roisnel, Luigi Cavallo, Laura Falivene, Jean‐François Carpentier, and Yann Sarazin. "Barium‐Catalysed Dehydrocoupling of Hydrosilanes and Borinic Acids: A Mechanistic Insight." Chemistry – A European Journal 26, no. 16 (March 18, 2020): 3445. http://dx.doi.org/10.1002/chem.202000478.

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8

Hubrich, Jonathan, Thomas Himmler, Lars Rodefeld, and Lutz Ackermann. "Ruthenium(II)-Catalyzed CH Arylation of Anilides with Boronic Acids, Borinic Acids and Potassium Trifluoroborates." Advanced Synthesis & Catalysis 357, no. 2-3 (January 19, 2015): 474–80. http://dx.doi.org/10.1002/adsc.201400906.

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9

Hubrich, Jonathan, Thomas Himmler, Lars Rodefeld, and Lutz Ackermann. "ChemInform Abstract: Ruthenium(II)-Catalyzed C-H Arylation of Anilides with Boronic Acids, Borinic Acids and Potassium Trifluoroborates." ChemInform 46, no. 26 (June 2015): no. http://dx.doi.org/10.1002/chin.201526113.

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10

Cole, Thomas E., Ramona Quintanilla, Brian M. Smith, and David Hurst. "Simple conversion of anhydrides of boronic and borinic acids to the corresponding organodihaloboranes and diorganohaloboranes." Tetrahedron Letters 33, no. 20 (May 1992): 2761–64. http://dx.doi.org/10.1016/s0040-4039(00)78851-4.

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11

Pinet, Sandra, Mathieu Pucheault, Jimmy Richard, Mélodie Birepinte, Jean Charbonnier, and Virginie Liautard. "Borinic Acids via Direct Arylation of Amine–Borane Complexes: An Air- and Water-Stable Boron Source." Synthesis 49, no. 04 (November 15, 2016): 736–44. http://dx.doi.org/10.1055/s-0036-1588345.

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12

Adonin, Nicolai Yu, Vadim V. Bardin, and Hermann-Josef Frohn. "Polyfluoroorganoboron-Oxygen Compounds. 7. Studies of Conversion of [(C6HnF5-n)B(OMe)3]- Into [(C6HnF5-n)2B(OMe)2]- (n = 0, 1)." Collection of Czechoslovak Chemical Communications 73, no. 12 (2008): 1681–92. http://dx.doi.org/10.1135/cccc20081681.

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Conversion of salts Li[(C6HnF5-n)B(OMe)3] (n = 0, 1) into (Li·DME)[(C6HnF5-n)2B(OMe)2] was studied in dichloromethane-DME solution. The observed rate constants k decrease from (21.4 ± 0.9) × 10-3 l mol-1 s-1 (Li[C6F5B(OMe)3]) over (6.99 ± 0.11) × 10-3 l mol-1 s-1 (Li[(2,3,5,6-C6HF4)B(OMe)3]) to (2.94 ± 0.05) × 10-3 l mol-1 s-1 (Li[(2,3,4,6-C6HF4)B(OMe)3]), while Li[(2,3,4,5-C6HF4)B(OMe)3] does not undergo any transformation. Hydrolysis of (Li·DME)[(C6HnF5-n)2B(OMe)2] leads to corresponding borinic acids, whereas treatment of them with aqueous solution of M[HF2] (M = Bu4N, K) acidified with HF results in M[(C6HnF5-n)2BF2] in high yields.
13

Schulte, Marcus, and François P. Gabbaï. "Synthesis of heteronuclear bifunctional Lewis acids by transmetalation of 1,8-bis(trimethylstannyl)naphthalene with BCl3." Canadian Journal of Chemistry 80, no. 10 (October 1, 2002): 1308–12. http://dx.doi.org/10.1139/v02-177.

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Reaction of 1,8-bis(trimethylstannyl)naphthalene (1) with an excess of BCl3 at –78°, followed by warming to 0°C, results in the exclusive formation of the novel bifunctional Lewis acid 1-(chlorodimethylstannyl)-8-(dichloroboryl)naphthalene (2), a compound in which a boryl and a stannyl moiety coexist at the peri-positions of a naphthalene core. At elevated temperature compound 2 undergoes a chloride–methyl exchange, which affords 1-(dichloromethylstannyl)-8-(chloromethylboryl)naphthalene (3). Compounds 2 and 3 have been characterized by multi-nuclear NMR spectroscopy. The single crystal X-ray analysis for compound 3 reveals a sterically crowded structure with an essentially trigonal planar boron center, and a tin center pentacoordinated in a [4+1]-fashion. Upon exposure to traces of water, compound 3 is converted into the borinic acid derivative 1-(dichloromethylstannyl)-8-(hydroxymethylboryl)naphthalene (4), which has been characterized by multi-nuclear NMR spectroscopy and single crystal X-ray analysis.Key words: multidentate Lewis acids, organoboranes, organostannanes.
14

COLE, T. E., R. QUINTANILLA, B. M. SMITH, and D. HURST. "ChemInform Abstract: Simple Conversion of Anhydrides of Boronic and Borinic Acids to the Corresponding Organodihaloboranes and Diorganohaloboranes." ChemInform 23, no. 45 (August 21, 2010): no. http://dx.doi.org/10.1002/chin.199245214.

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15

Le Coz, Erwann, Ziyun Zhang, Thierry Roisnel, Luigi Cavallo, Laura Falivene, Jean‐François Carpentier, and Yann Sarazin. "Front Cover: Barium‐Catalysed Dehydrocoupling of Hydrosilanes and Borinic Acids: A Mechanistic Insight (Chem. Eur. J. 16/2020)." Chemistry – A European Journal 26, no. 16 (March 18, 2020): 3441. http://dx.doi.org/10.1002/chem.202000477.

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16

Vogels, Christopher M., Heather L. Wellwood, Kumar Biradha, Michael J. Zaworotko, and Stephen A. Westcott. "Reactions of aminoboron compounds with palladium and platinum complexes." Canadian Journal of Chemistry 77, no. 7 (July 1, 1999): 1196–207. http://dx.doi.org/10.1139/v99-106.

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Reactions of 3-NH2C6H4B(OH)2 (1, APBA) with [MCl4]2- (M = Pd, Pt) give the boronic acid-containing complexes, MCl2(APBA)2 (M = Pd, 2; M = Pt, 3). Addition of 1 to [PdCl2(COE)]2 (COE = η2-C8H14) ultimately led to PdCl2(APBA)2 (2). The pinacol derivative PdCl2(APBpin)2 (5, pin = O2C2Me4) was characterized by an X-ray diffraction study. Crystals of 5 were monoclinic, a = 13.836(5), b = 14.937(5), c = 11.287(5) Å, β = 99.042(9)°, Z = 2, with space group P21/c. Monoalkene complexes PtCl2(COE)(APBA) (8) and PtCl2(COE)(APBpin) (9) were generated from the addition of APBA and APBpin, respectively, to [PtCl2(COE)]2. Reactions of 2-NMe2CH2C6H4B(OH)2 (10) with palladium complex [PdCl2(COE)]2 proceed via selective B—C bond cleavage to give the cyclopalladated dimer [PdCl(2-NMe2CH2C6H4)]2 as the major amine-containing product. Likewise, reactions with borinic esters H2NCH2CH2OBR2 (R = Bu, 14; R = Ph, 15) give products derived from cleavage of the B—O bond. The unique palladium complex PdCl2[3-NC5H4B(OH)2]2 (19) was prepared by addition of (3-NC5H4BEt2)4 (18) to [PdCl2(COE)]2 in wet methylene chloride, where adventitious water was used to convert the organoborane product into the corresponding boronic acid moiety.Key words: aminoboronic acids, platinum, palladium, cyclomηllation.
17

Rao, Niny Z., Joseph D. Larkin, and Charles W. Bock. "A comparison of the structure and bonding in the aliphatic boronic R–B(OH)2 and borinic R–BH(OH) acids (R=H; NH2, OH, and F): a computational investigation." Structural Chemistry 27, no. 4 (December 30, 2015): 1081–91. http://dx.doi.org/10.1007/s11224-015-0730-5.

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18

Munteanu, Constantin, and Mioara Dumitrascu. "Boric acids and mineral waters." Balneo Research Journal 2, no. 2 (May 1, 2011): 54–60. http://dx.doi.org/10.12680/balneo.2011.1012.

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19

Bell, Colin F., Bernadette C. Gallagher, Kenneth A. K. Lott, Eric L. Short, and Lesley Walton. "Boric acid complexes of phenolic acids." Polyhedron 10, no. 6 (January 1991): 613–18. http://dx.doi.org/10.1016/s0277-5387(00)83620-7.

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20

Shreenivasarao, Penta, Ch Venkata Lakshmi, K. Bhanu Prasad, K. Praveen kumar, R. Pavan kumar, and M. Akarsh. "The Lubricant Performance Of Boric Acid (H3bo3) InMachine Operations." International Journal of Research Publication and Reviews 5, no. 4 (April 11, 2024): 6724–32. http://dx.doi.org/10.55248/gengpi.5.0424.1094.

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21

Das, M. K., and S. Chakraborty. "Boron Spirochelates Derived from Some Hydroxamic Acids and Carboxylic Acids." Zeitschrift für Naturforschung B 45, no. 8 (August 1, 1990): 1123–27. http://dx.doi.org/10.1515/znb-1990-0803.

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A number of boron spirochelates of the general formula B[R′CON(R)O]Y have been synthesized by the single-pot reaction of boric acid, a hydroxamic acid R′CON(R)OH and a carboxylic acid H2Y. The spirochelates have been characterized by elemental analyses, by IR, NMR (1H and 11B) and UV spectra and conductance measurements. They are non-electrolytes.
22

Ahn, Mi-Hyun, Kyung-Jin Lee, and Ki-Sung Ko. "Effect of Boric Acid on In Vitro Pollen Germination in Transgenic Plants Expressing Monoclonal Antibodies." Journal of Plant Biotechnology 34, no. 4 (December 31, 2007): 339–46. http://dx.doi.org/10.5010/jpb.2007.34.4.339.

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23

Białek, R., K. Mitko, P. Dydo, and M. Turek. "Electrodialytic separation of boric and hydrochloric acids." Desalination 342 (June 2014): 29–34. http://dx.doi.org/10.1016/j.desal.2014.03.003.

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24

Chithanna, Sivanna, Animesh Roy та Ding-Yah Yang. "Acid-catalyzed, regioselective [3 + 3] annulation of enaminones and α-substituted cinnamic acids: access to 3,4-dihydropyridones and 2-piperidinones". Organic & Biomolecular Chemistry 19, № 45 (2021): 9897–905. http://dx.doi.org/10.1039/d1ob01115d.

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3,4-Dihydropyridones and 2-piperidinones were efficiently synthesized by boric acid-catalyzed Michael addition of enaminones to electron-deficient α-substituted cinnamic acids and coumarin 3-carboxylic acids, respectively.
25

Strokova, Svetlana V., and Maxim A. Lenskiy. "BORON-NITROGEN COMPOUNDS IN THE REACTION OF BORIC AND BORONIC ACIDS WITH AMINES." ChemChemTech 67, no. 6 (May 4, 2024): 6–13. http://dx.doi.org/10.6060/ivkkt.20246706.6988.

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The article is a review of boric or arylboronic acids reactions with aliphatic and aromatic amines. The review is for informational purposes only on the interaction of the acids in question with amines. It is shown that the data on the boric acid reaction with amines are contradictory and, at present, there is no confirmed information on obtaining a covalent bond between boron and nitrogen without the involvement of hydroxyl groups and the cyclic systems formation, for example, in the oxazaborolidines case. Literary searches have shown that the report on the anilinboronic acid production in 1963 was not developed, and there is also no data on the synthesis of those compounds. Along with this, boric acid easily forms borate salts of various configurations with amines, that is confirmed by modern methods of analysis (IR- and NMR-spectroscopy, elemental analysis). It has also been shown that boric acid is capable of forming compounds with an intramolecular donor-acceptor bond between boron and nitrogen. The theoretical calculations results and experimental data on the arylboronic acids interaction, with various aromatic ring substituents, with pyrocatechines, o-phenylenediamines, 2-hydroxybenzenetiols and o-benzenedithiols are presented. It is noted that competitive formation of anhydride-like structures is observed in all these reactions. It is shown that the interaction with pyrocatechins is the most thermodynamically advantageous. In the arylboronic acids reaction with ortho-benzenedithiols, ortho-hydroxybenzenetiols in chloroform, the corresponding oxathiaboroles and dithiaboroles were not isolated. The latter were obtained by the boron trichloride reaction with the corresponding electron donors. It is reported that there is no information on the preparation of condensation products of phenylboronic acids with aniline and benzylamine. For citation: Strokova S.V., Lenskiy M.A. Boron-nitrogen compounds in the reaction of boric and boronic acids with amines. ChemChemTech [Izv. Vyssh. Uchebn. Zaved. Khim. Khim. Tekhnol.]. 2024. V. 67. N 6. P. 6-13. DOI: 10.6060/ivkkt.20246706.6988.
26

Levonis, Stephan M., Brighid B. Pappin, Alissa Sharp, Milton J. Kiefel, and Todd A. Houston. "Boric Acid Catalyzed Methyl Esterification of Sugar Acids." Australian Journal of Chemistry 67, no. 3 (2014): 528. http://dx.doi.org/10.1071/ch13459.

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Boric acid catalyzes methyl esterification of certain sugar acids (sialic acid, deaminated neuraminic acid) and related natural products (quinic acid) quite cleanly in some cases. However, closely related sugar acids (glucuronic acid, 3-deoxy-d-manno-oct-2-ulosonic acid) failed to esterify under the same conditions. Factors governing this dichotomy are discussed.
27

Brusilovskii, Yu E., and V. V. Kuznetsov. "Reactions of cyclic boric acids esters with paraformaldehyde." Russian Journal of General Chemistry 81, no. 3 (March 2011): 542–44. http://dx.doi.org/10.1134/s1070363211030169.

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28

BELL, C. F., B. C. GALLAGHER, K. A. K. LOTT, E. L. SHORT, and L. WALTON. "ChemInform Abstract: Boric Acid Complexes of Phenolic Acids." ChemInform 22, no. 31 (August 22, 2010): no. http://dx.doi.org/10.1002/chin.199131063.

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29

Arvanitis, Costa, Trevor Rook, and Ian Macreadie. "Mechanism of Action of Potent Boron-Containing Antifungals." Current Bioactive Compounds 16, no. 5 (July 16, 2020): 552–56. http://dx.doi.org/10.2174/1573407215666190308152952.

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Background: Boron is unusual to organic chemists, yet boron interacts greatly with organic biochemicals and has considerable bioactivity, especially as an antifungal and insecticide. The bestknown bioactive boron compounds are boric acid, its salt borax, and the closely related boronic acids. A newcomer is tavaborole (trade name Kerydin), recently developed and approved in 2014 for topical treatment of onychomycosis, a fungal infection of nails and the nail bed. It is timely to review the literature and explore the way in which these compounds may work. Methods: The focus of this review is to examine peer-reviewed literature relating to boric acid, boronic acid and tavaborole, the most bioactive boron-containing compounds, and the evidence for their proposed mechanism of antifungal action. In parallel with the literature, we have examined the fungistatic effects of boric acid on yeast. Results: All three compounds are reported to inhibit protein synthesis but their mechanism of action may differ. Chemistry studies indicate an interaction of boric acid with ribose and ribose-containing moieties such as NAD. In this review, we discuss the activity of boric acid and use both tavaborole and the boronic acids to exemplify the similar underlying mechanisms used. As there is a push to develop new antimicrobials, we demonstrate that boric acid’s fungistatic effect is alleviated with ribose, NAD and tryptophan. Conclusion: We speculate that boric acid inhibits yeast growth by disrupting tryptophan synthesis as well as downstream NAD, a rate limiting co-enzyme, essential for cellular function.
30

Ravi Charan Reddy, K., and Arvind M. Kayastha. "Boric acid and boronic acids inhibition of pigeonpea urease." Journal of Enzyme Inhibition and Medicinal Chemistry 21, no. 4 (January 2006): 467–70. http://dx.doi.org/10.1080/14756360600638147.

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31

Attinà, Marina, Fulvio Cacace, Felice Grandinetti, Giorgio Occhiucci, and Andreina Ricci. "Positive ion chemistry of gaseous boric and polyboric acids." International Journal of Mass Spectrometry and Ion Processes 117 (September 1992): 47–63. http://dx.doi.org/10.1016/0168-1176(92)80085-f.

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32

Houston, Todd A., Brendan L. Wilkinson та Joanne T. Blanchfield. "Boric Acid Catalyzed Chemoselective Esterification of α-Hydroxycarboxylic Acids". Organic Letters 6, № 5 (березень 2004): 679–81. http://dx.doi.org/10.1021/ol036123g.

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33

Çapan, İrfan, and Süleyman Servi. "Synthesis of New C2-Symmetric Chiral Benzimidazole Derivatives Having Norbornene/Dibenzobarrelene Skeletons." Letters in Organic Chemistry 17, no. 10 (November 17, 2020): 801–5. http://dx.doi.org/10.2174/1570178616666190731105327.

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Racemic dicarboxylic acids were synthesized from the Diels-Alder cycloaddition reactions which formed the dibenzobarrelene and norbornene skeletons. The pure enantiomers of these compounds were obtained using brucine as the chiral auxiliary. Novel C2-symmetric chiral benzimidazole derivatives were synthesized from the reaction of the diaminobenzene and enantiomeric dicarboxylic acids in the presence of boric acid.
34

Bhatt, Nikita, Smriti, Richa Khare, and Monika Kamboj. "Suzuki-Miyaura Cross Coupling Reaction in Various Green Media." Asian Journal of Chemistry 33, no. 9 (2021): 1976–84. http://dx.doi.org/10.14233/ajchem.2021.22584.

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Suzuki-Miyaura cross-coupling reaction is an efficient and utilized method for the direct formation of carbon-carbon bonds. The effectiveness and efficiency of Suzuki-Miyaura cross-coupling reaction and its applications have been the topic of interest for synthetic chemists for the last few decades. Green chemistry is the area where we use eco-friendly products. Suzuki coupling includes palladium or nickel catalyzed coupling reaction, which involves ester of boric acids or simply boric acids with the organic halides or pseudohalide. In recent years, these catalytic systems have been developed in a green environment for Suzuki reaction (Suzuki-Miyaura cross-coupling reaction). This review epitomizes the Suzuki-Miyaura cross-coupling reaction using efficient catalysts in various green media.
35

Elokhov, Aleksandr M. "Regularities of boric acid distribution in systems based on technical surfactant and magnesium salts." Вестник Пермского университета. Серия «Химия» = Bulletin of Perm University. CHEMISTRY 11, no. 1 (2021): 59–70. http://dx.doi.org/10.17072/2223-1838-2021-1-59-70.

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The work investigates boric acid and sodium tetraborate distribution oin systems based on technical oxyethylated surfactants (oxyphos B, synthamide-5, synthanols DS-10 and ALM-10) and magnesium salt (chloride, nitrate or sulfate). In example magnesium chloride – oxyphos B – water system dependence of boric acid and magnesium chloride recovery ratesof macro components contents in the system are shown. The influence of boric acid or sodium tetraborate initial concentration and presence of strong acids to boronextraction demonstrated. It was found that boric acid and magnesium chlorideseparation in magnesium chloride – oxyphos B – water system is impossible. Based on analysis of data obtained, it was found that extraction of boric acid increases with increase in extract volume and water concentration in extract.
36

Breitenbach, J. M., and R. P. Hausinger. "Proteus mirabilis urease. Partial purification and inhibition by boric acid and boronic acids." Biochemical Journal 250, no. 3 (March 15, 1988): 917–20. http://dx.doi.org/10.1042/bj2500917.

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Urease was purified 800-fold and partially characterized from Proteus mirabilis, the predominant microorganism associated with urinary stones. Boric acid is a rapid reversible competitive inhibitor of urease. The pH-dependence of inhibition exhibited pKa values of 6.25 and 9.3, where the latter value is probably due to the inherent pKa of boric acid. Three boronic acids also were shown to inhibit urease competitively.
37

Durna Aydin, Ö., G. Yildiz, and U. Toygar. "Investigation of Boron Addition to Dried Alfalfa In Vitro Ruminal Profile and Potential for Reducing Enteric Methane Emission." Journal of the Hellenic Veterinary Medical Society 74, no. 4 (January 18, 2024): 6581–88. http://dx.doi.org/10.12681/jhvms.31617.

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The aim of our study is to investigate the effects of increasing doses of boron on methane gas production amounts, short chain fatty acids level, protozoa number and organic matter digestibility in vitro with HFT (Hohenheim Futterwert Test) technique. In vitro incubation was performed in the Hohenheim Gas test method at 39°C for 24 hours in the study. Dried alfalfa was used as substrate for fermentation. Increasing doses of boron were used on fresh rumen fluid, buffer solution and dried alfalfa. In the study, 54 syringes were used for a total of 6 groups, including 1 control and 5 trial ( B1: 25 ppm boric acid, B2: 50 ppm boric acid, B3: 100 ppm boric acid, B4: 200 ppm boric acid, B4: 500 ppm boric acid). The measurement of methane gas at 2, 4, 6, 8, 12 and 24th hours of boric acid addition at increasing doses was found to be significant the difference between the groups at each hour under in vitro rumen conditions. When we look at the effect of the dose; Increasing doses appear to reduce methane production for each measured hour. The difference between the measured hours (except the 24th hour) of each group was not significant. However, the difference between the groups was found to be significant in the methane measurement made only for the 24th hour. At the 24th hour of fermentation under in vitro rumen condition, acetic acid and total short chain fatty acid values were linearly and cubically affected. With increasing doses of boron, propionic acid, isobutyric acid, butyric acid and valeric acid values were linearly affected The total number of protozoa was not affected by the addition of increasing doses of boron at the 24th hour of fermentation under in vitro rumen conditions. Consequently, the addition of boric acid at increasing doses in in vitro rumen conditions decreased methane production and positively affected the amount of some short-chain fatty acids, organic matter digestibility and total short chain fatty acids. In the light of these findings, it was emphasized that boron has the potential to reduce methane emissions from ruminant animals, considering the greenhouse gas effect.
38

Bazarov, Gayrat, and Saidjon Gaybullaev. "Development of boring solutions produced from using compositions of clay minerals and surface-active substances from raw fatty acids of cotton soap stock." E3S Web of Conferences 390 (2023): 05017. http://dx.doi.org/10.1051/e3sconf/202339005017.

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The article studies the physical and chemical properties of water glycerin to obtain various types of surface-active substances for use as additives to boring solutions. The addition of technical glycerin to the composition of surface-active substances obtained from raw fatty acids of cotton soap stock at oil and fat enterprises contributes to a significant improvement in their surface-active properties. A water solution of glycerin to a certain extent increases the surface-active properties of the developed soap-like surface-active substances. The qualitative indicators of the composition of surfactants obtained with different ratios of a water solution of glycerol of liquid and ointment fractions of raw fatty acids of cotton soap stock were studied for their use in the process of drilling oil and gas wells. Analyzes of the developed compositions of were carried out in the preparation of drilling fluids from alkaline bentonite, alkaline earth bentonite and carbonate palygorskite, as well as double and triple compositions. A comparative analysis of the main indicators of drilling fluids, as well as surface-active substances synthesized from the greasy fraction of raw fatty acids of cotton soap stock, showed the greatest stability of boring solutions at high temperatures and salinity of formation waters.
39

Guo, Yan, Zheng-Jun Quan, Yu-Xia Da, Zhang Zhang, and Xi-Cun Wang. "(2-Chlorobenzoyloxy)copper(i) catalyzed C–S cross-coupling of di(hetero)aryl disulfides with aryl boronic acids under base-free conditions." RSC Advances 5, no. 56 (2015): 45479–83. http://dx.doi.org/10.1039/c5ra05594f.

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(2-Chlorobenzoyloxy)copper(i) exhibited high activity towards the challenging C–S cross-coupling of di(hetero)aryl disulfides with aryl boric acids with good to excellent yields under base-free conditions.
40

GU, BAOHUA, and L. E. LOWE. "STUDIES ON THE ADSORPTION OF BORON ON HUMIC ACIDS." Canadian Journal of Soil Science 70, no. 3 (August 1, 1990): 305–11. http://dx.doi.org/10.4141/cjss90-031.

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The adsorption of B, in the form of boric acid, was studied on three precipitated humic acids (HA), representing three distinct soil types. B adsorption by HA was strongly pH-dependent, being low and relatively constant in the pH range 3.0–6.5, increasing markedly up to a peak at near pH 9.5, and then decreasing at still higher pH values. Adsorption isotherms for pH values near 6.7 and 8.8 conformed well to the Langmuir equation. The adsorption maxima (b values), as calculated with the Langmuir equation, ranged from 73 to 207 mmol kg−1 HA at a pH near 8.8, and from 10 to 42 mmol kg−1 at a pH near 6.7. The considerable variation in B adsorption by these HA samples was attributed to "Fe + Al" contents present as contaminants in the HA. The role of HA in B adsorption is expected to be minor in most acid and near neutral soils, but may be of greater significance in soils of high pH and above average organic matter content. Key words: Boron adsorption, boric acid, humic acid, Langmuir adsorption isotherm.
41

Kliegel, Wolfgang, Klaus Drückler, Brian O. Patrick, Steven J. Rettig, and James Trotter. "A polycyclic condensate of phenylboronic and boric acids withN-hydroxypiperidine." Acta Crystallographica Section E Structure Reports Online 58, no. 4 (March 15, 2002): o393—o395. http://dx.doi.org/10.1107/s160053680200380x.

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42

Terenzi, Alessio, Antonino Lauria, Anna Maria Almerico, and Giampaolo Barone. "Zinc complexes as fluorescent chemosensors for nucleic acids: new perspectives for a “boring” element." Dalton Transactions 44, no. 8 (2015): 3527–35. http://dx.doi.org/10.1039/c4dt02881c.

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43

Houston, Todd A., Stephan M. Levonis, and Milton J. Kiefel. "Tapping into Boron/?-Hydroxycarboxylic Acid Interactions in Sensing and Catalysis." Australian Journal of Chemistry 60, no. 11 (2007): 811. http://dx.doi.org/10.1071/ch07222.

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Whereas interaction of boron acids (boric and boronic) with diols and neutral sugar ligands has received much global research attention in recent years, the binding of simple α-hydroxycarboxylic and sugar acids by boron has received less attention. Applications of boron-based fluorescent sensors and chemoselective catalysts targeting this functional motif have appeared only in the past 5 years. The present synopsis will focus on rapid developments that have occurred in both areas during this half decade.
44

Qin, Rongxiu, Haiyan Chen, Rusi Wen, Guiqing Li та Zhonglei Meng. "Effect of Boric Acid on the Ionization Equilibrium of α-Hydroxy Carboxylic Acids and the Study of Its Applications". Molecules 28, № 12 (12 червня 2023): 4723. http://dx.doi.org/10.3390/molecules28124723.

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To investigate the synergistic catalytic effects of boric acid and α-hydroxycarboxylic acids (HCAs), we analyzed and measured the effects of the complexation reactions between boric acid and HCAs on the ionization equilibrium of the HCAs. Eight HCAs, glycolic acid, D-(−)-lactic acid, (R)-(−)-mandelic acid, D-gluconic acid, L-(−)-malic acid, L-(+)-tartaric acid, D-(−)-tartaric acid, and citric acid, were selected to measure the pH changes in aqueous HCA solutions after adding boric acid. The results showed that the pH values of the aqueous HCA solutions gradually decreased with an increase in the boric acid molar ratio, and the acidity coefficients when boric acid formed double-ligand complexes with HCAs were smaller than those of the single-ligand complexes. The more hydroxyl groups the HCA contained, the more types of complexes could be formed, and the greater the rate of change in the pH. The total rates of change in the pH of the HCA solutions were in the following order: citric acid > L-(−)-tartaric acid = D-(−)-tartaric acid > D-gluconic acid > (R)-(−)-mandelic acid > L-(−)-malic acid > D-(−)-lactic acid > glycolic acid. The composite catalyst of boric acid and tartaric acid had a high catalytic activity—the yield of methyl palmitate was 98%. After the reaction, the catalyst and methanol could be separated by standing stratification.
45

Diwan, Hussein Magtoff, Majed Ibrahim Abdela, Belasim Ahmed Abas, and Husein Neayma Keshmer. "Study the effect of some acids on the viability of Beauveria bassiana (Bals.) Vuill. and Metarhizium anisopliae and their growth ability on chitin agar." Journal of Biotechnology Research Center 8, no. 1 (January 1, 2014): 37–42. http://dx.doi.org/10.24126/jobrc.2014.8.1.299.

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This study aimed to evaluate the effects of three acids; Citric, Oxalic and Boric acids 0.05% on the viability of Beauveria bassiana and Metarhizium anisopliae spores after 1,2, 3 days of exposure 27±1 C° and the growth on chitin agar was obtained after 5 days at 26 ± 1C°.The results showed that the rate of viability of B. bassiana and M. anisopliae with boric acid was 312.3,209,150.3 colony/ml and 318,294.7,157.5 colony/ml respectively during three period time of in comparison with control and spore suspensions with the other acids. Spores of both fungi B. bassiana and M. anisopliae showed maximum rate of viability in the suspension supplied with citric acid which were 266 and 293.6 colony/ml, respectively after 1day of exposures to this acid in comparison with viability of control and other periods. Spores viability was lost with oxalic acid. On the other hand, control recorded highest rate of radial growth in the control was 1.92, 4.4 cm on the medium chitin agar after 3 days of incubation in comparison with other treatments. Both fungi showed best rate of radial growth 3.12, 1.88cm after 1and 3 days of exposure to citric acid, respectively in comparison with other treatments. There were no such growths on chitin agar after exposure the oxalic acid.
46

Tang, Pingwah, Qipeng Yuan, Fan Yun, Chunhui Cheng, Jing Zhang, Jingxuan Li, Xia Liu, and Rui Xie. "Boric Acid Catalyzed Direct Amidation between Amino-Azaarenes and Carboxylic Acids." Synthesis 49, no. 07 (December 21, 2016): 1583–96. http://dx.doi.org/10.1055/s-0036-1588126.

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47

Gilson, Trevor Robert. "Characterisation of ortho- and meta-boric acids in the vapour phase." Journal of the Chemical Society, Dalton Transactions, no. 9 (1991): 2463. http://dx.doi.org/10.1039/dt9910002463.

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48

ŞAHİN, Abdulkadir, Ayhan KARS, Korhan KILIÇ, Muhammed Sedat SAKAT, Sinan KÖYCEĞİZ, and Serkan YİLDİRİM. "Sıçanlarda pseudomonas aeruginosa ile indüklenen kronik otitis media modelinde borik asit tedavisinin etkinliği." Cukurova Medical Journal 47, no. 3 (September 30, 2022): 1163–71. http://dx.doi.org/10.17826/cumj.1126208.

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Amaç: Kronik otitis media (KOM), bakteriyel veya viral patojenlerin neden olduğu orta kulağın sık görülen enfeksiyöz hastalıklarından biridir. Bu çalışmanın amacı, sıçanlarda Pseudomonas aeruginosa (P. aeruginosa) ile indüklenen KOM modelinde topikal %4’lük ve %8’lik borik asit (BA) uygulamasını sistemik siprofloksasin ile karşılaştırarak KOM tedavisinde borik asidin etkinliğini araştırmaktır. Gereç ve Yöntem: 42 Sprague Dawley cinsi sıçan 7 eşit gruba ayrıldı. P. aeruginosa ile KOM modeli oluşturuldu. Kontrol grubu, KOM grubu, topikal %4’lük ve %8’lik BA tedavi grubu, sistemik siprofloksasin tedavi grubu ve topikal %4’lük ve %8’lik BA temas grubu arasında klinik, histopatolojik ve immünohistokimyasal karşılaştırmalar yapıldı. Bulgular: KOM modelinde %4’lük BA uygulaması ile orta derecede ödem, enflamasyon, dejenerasyon ve orta derecede tümör nekroz faktör-alfa (TNF-α) ekspresyonu tespit edildi. %8’lik BA uygulaması ile hafif ödem, inflamasyon, dejenerasyon ve hafif TNF-α ekspresyonu tespit edildi. Sonuç: %4’lük ve %8’lik BA tedavisinin önemli klinik, histopatolojik ve immünohistokimyasal iyileşme sağladığı görüldü. %8’lik BA uygulamasının daha yüksek tedavi etkinliğine sahip olduğu ve orta kulak mukozasına zararlı bir etkisinin olmadığı gösterildi.
49

Wei, Xiao-Hong, Gang-Wei Wang, and Shang-Dong Yang. "Enantioselective synthesis of arylglycine derivatives by direct C–H oxidative cross-coupling." Chemical Communications 51, no. 5 (2015): 832–35. http://dx.doi.org/10.1039/c4cc07361d.

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A new method for the synthesis of chiral α-amino acid derivatives by enantioselective C–H arylation of N-aryl glycine esters with aryl boric acids by direct C–H oxidative cross-coupling has been performed. This work successfully integrates the direct C–H oxidation with asymmetric arylation and exhibits excellent enantioselectivity.
50

Kobayashi, Mitsue, Yoshinori Kitaoka, and Masamichi Kobayashi. "Complex formation of boric acids with DI- and TRI- carboxylic acids and poly(vinyl alcohol) in aqueous solutions." Macromolecular Symposia 114, no. 1 (February 1997): 303–8. http://dx.doi.org/10.1002/masy.19971140141.

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