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Journal articles on the topic 'Cavitando chirale'

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Author: Grafiati
Published: 11 March 2023

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1

Mann, Enrique, and Julius Rebek. "Deepened chiral cavitands." Tetrahedron 64, no. 36 (September 2008): 8484–87. http://dx.doi.org/10.1016/j.tet.2008.05.136.

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2

Irwin, Jacob L., David J. Sinclair, Alison J. Edwards, and Michael S. Sherburn. "Chiral Conjoined Cavitands." Australian Journal of Chemistry 57, no. 4 (2004): 339. http://dx.doi.org/10.1071/ch03299.

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Tetrabromocavitand bowls are converted into rim-connected hexabromodimers in one step in 17–22% yields by oxidative coupling of higher order arylcuprates. 1H NMR and single crystal X-ray analyses of the rim-connected dimers reveal a conformationally restricted structure in which the rims of the two cavitand bowls describe planes angled at 78.8° to one another. Each of the two bowl cavities are occupied by a guest, in addition to being partially occluded by a portion of the complementary bowl rim. These new host compounds exhibit a very unusual form of enantioisomerism.
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3

Martín Carmona, María Antonia. "Natural and synthetic cavitands: challenges in chemistry and pharmaceutical technology." Anales de la Real Academia Nacional de Farmacia 87, no. 87(04) (2021): 381–94. http://dx.doi.org/10.53519/analesranf.2021.87.04.02.

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Supramolecular chemistry involves non-covalent interactions and specific molecular recognition of molecules/analytes by host molecules or supramolecules. These events are present in synthesis, catalysis, chiral separations, design of sensors, cell signaling processes and drug transport by carriers. The typical behavior of supramolecules is derived from their ability to build well-structured self-assembled and self-organized entities. Cavitands are a particular group of supramolecules possessing a cavity able to include a variety of compounds thanks to host-guest non-covalent interactions developed among cavitands and analytes. Some typical cavitands are crown ethers, calixarenes, cucurbiturils, porphyrins and cyclodextrins. The two latter families are natural product cavitands that are generally considered models for molecular recognition of cations and organic and inorganic guest molecules, being attractive host molecules from the sustainability point of view. The natural cyclodextrins (𝛼-, 𝛽- and 𝛾-CD) are obtained with reasonable cost by enzymatic treatment of starch under adequate temperature conditions. They are profusely used in pharmaceutical, food and cosmetic industries due to their very low toxicity and side effects. This review is focused on the relevance and applications of cyclodextrins in pharmaceutical technology for their ability to increase solubility and stabilize drug molecules, thereby enhancing their bioavailability. The association of cyclodextrins with diverse nanostructured materials, i.e. carbon nanotubes, magnetic nanoparticles, silica and molecularly imprinted polymers, allows to synergize the properties of cyclodextrins and these nanostructured materials to reach highly specific molecular recognition of analytes. The exploitation of these benefits for analytical sample pre-treatment and chiral chromatographic separations are described. The use of cyclodextrins as mobile phases additives in HPLC provides interesting results for green and sustainable chromatographic separations. Polymers incorporating cyclodextrins show exceptional adsorption properties for retaining toxic compounds and persistent organic pollutants from soils and water samples, allowing satisfactory recoveries of these environmental samples according to the Stockholm convection principles.
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4

Stefanelli, Manuela, Donato Monti, Valeria Van Axel Castelli, Gianfranco Ercolani, Mariano Venanzi, Giuseppe Pomarico, and Roberto Paolesse. "Chiral supramolecular capsule by ligand promoted self-assembly of resorcinarene-Zn porphyrin conjugate." Journal of Porphyrins and Phthalocyanines 12, no. 12 (December 2008): 1279–88. http://dx.doi.org/10.1142/s1088424608000662.

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Cavitand- Zn porphyrin conjugates self-assemble to give supramolecular (1 + 1) structures upon coordination of bifunctional ligands such as 4,4'-bipyridine and the like. The formation of the capsule depends on key structural factors, such as the size of the cavity, and the possibility of the onset of hydrogen bonds, π–π and π–cation interactions. The extension of this protocol to chiral bifunctional ligands, such as (+)-cinchonine and (−)-cinchonidine, and cinchona alkaloid derivatives, results in the achievement of supramolecular structures with chiral cavities, whose configuration is dependent on the asymmetry of the bound ditopic ligand. MM calculations, gave further insights into the plausible geometry of the structures.
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5

Desai, Arpita S., Thennati Rajamannar, and Shailesh R. Shah. "Molecular Container and Metal Ion Sensor Chiral Cavitands." ChemistrySelect 5, no. 34 (September 10, 2020): 10588–92. http://dx.doi.org/10.1002/slct.202002273.

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6

Li, Na, Fan Yang, Hillary A. Stock, David V. Dearden, John D. Lamb, and Roger G. Harrison. "Resorcinarene-based cavitands with chiral amino acid substituents for chiral amine recognition." Organic & Biomolecular Chemistry 10, no. 36 (2012): 7392. http://dx.doi.org/10.1039/c2ob25613d.

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7

Inoue, Mami, Yoshino Fujii, Yasuhiro Matsumoto, Michael P. Schramm, and Tetsuo Iwasawa. "Inherently Chiral Cavitand Curvature: Diastereoselective Oxidation of Tethered Allylsilanes." European Journal of Organic Chemistry 2019, no. 34 (September 2, 2019): 5862–74. http://dx.doi.org/10.1002/ejoc.201900891.

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8

D'Urso, Alessandro, Cristina Tudisco, Francesco P. Ballistreri, Guglielmo G. Condorelli, Rosalba Randazzo, Gaetano A. Tomaselli, Rosa M. Toscano, Giuseppe Trusso Sfrazzetto, and Andrea Pappalardo. "Enantioselective extraction mediated by a chiral cavitand–salen covalently assembled on a porous silicon surface." Chem. Commun. 50, no. 39 (2014): 4993–96. http://dx.doi.org/10.1039/c4cc00034j.

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9

Nishimura, Ryo, Ryo Yasutake, Shota Yamada, Koji Sawai, Kazuki Noura, Tsukasa Nakahodo, and Hisashi Fujihara. "Chiral metal nanoparticles encapsulated by a chiral phosphine cavitand with the tetrakis-BINAP moiety: their remarkable stability toward ligand exchange and thermal racemization." Dalton Transactions 45, no. 11 (2016): 4486–90. http://dx.doi.org/10.1039/c5dt04660b.

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A chiral phosphine cavitand1induced the formation of chiral metal (Ru, Rh, Pd, Ag, Pt, and Au) nanoparticles (NPs). The ligand1of the chiral metal NPs prevents both thermal racemization and ligand exchange with a thiol.
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10

Maffei, Francesca, Giovanna Brancatelli, Tahnie Barboza, Enrico Dalcanale, Silvano Geremia, and Roberta Pinalli. "Inherently chiral phosphonate cavitands as enantioselective receptors for mono-methylated L-amino acids." Supramolecular Chemistry 30, no. 7 (December 22, 2017): 600–609. http://dx.doi.org/10.1080/10610278.2017.1417991.

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11

Sun, Junling, James L. Bennett, Thomas J. Emge, and Ralf Warmuth. "Thermodynamically Controlled Synthesis of a Chiral Tetra-cavitand Nanocapsule and Mechanism of Enantiomerization." Journal of the American Chemical Society 133, no. 10 (March 16, 2011): 3268–71. http://dx.doi.org/10.1021/ja110475w.

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12

Brancatelli, G., C. Nicosia, T. Barboza, L. Guy, J. P. Dutasta, R. De Zorzi, N. Demitri, E. Dalcanale, S. Geremia, and R. Pinalli. "Enantiospecific recognition of 2-butanol by an inherently chiral cavitand in the solid state." CrystEngComm 19, no. 24 (2017): 3355–61. http://dx.doi.org/10.1039/c7ce00557a.

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13

Pappalardo, Andrea, Maria E. Amato, Francesco P. Ballistreri, Anna Notti, Gaetano A. Tomaselli, Rosa M. Toscano, and Giuseppe Trusso Sfrazzetto. "Synthesis and topology of [2+2] calix[4]resorcarene-based chiral cavitand-salen macrocycles." Tetrahedron Letters 53, no. 52 (December 2012): 7150–53. http://dx.doi.org/10.1016/j.tetlet.2012.10.101.

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14

Amato, Maria E., Francesco P. Ballistreri, Salvatore D'Agata, Andrea Pappalardo, Gaetano A. Tomaselli, Rosa M. Toscano, and Giuseppe Trusso Sfrazzetto. "Enantioselective Molecular Recognition of Chiral Organic Ammonium Ions and Amino Acids Using Cavitand-Salen-Based Receptors." European Journal of Organic Chemistry 2011, no. 28 (August 31, 2011): 5674–80. http://dx.doi.org/10.1002/ejoc.201100955.

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15

Tamaki, Kento, Asumi Ishigami, Yasutaka Tanaka, Masamichi Yamanaka, and Kenji Kobayashi. "Self-Assembled Boronic Ester Cavitand Capsules with Various Bis(catechol) Linkers: Cavity-Expanded and Chiral Capsules." Chemistry - A European Journal 21, no. 39 (August 3, 2015): 13714–22. http://dx.doi.org/10.1002/chem.201501717.

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16

Nagymihály, Zoltán, János Wölfling, Gyula Schneider, and Kollár. "Synthesis of 2‐Methylresorcinol‐Based Deepened Cavitands with Chiral Inlet Bearing Steroidal Moieties on the Upper Rim." ChemistrySelect 5, no. 23 (June 17, 2020): 6933–38. http://dx.doi.org/10.1002/slct.202001728.

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17

Sundaresan, Arun Kumar, Lakshmi S. Kaanumalle, Corinne L. D. Gibb, Bruce C. Gibb, and V. Ramamurthy. "Chiral photochemistry within a confined space: diastereoselective photorearrangements of a tropolone and a cyclohexadienone included in a synthetic cavitand." Dalton Transactions, no. 20 (2009): 4003. http://dx.doi.org/10.1039/b900017h.

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18

Nakamura, Munechika, Yoshimi Tsukamoto, Takuro Ueta, Yoshihisa Sei, Takanori Fukushima, Kenji Yoza, and Kenji Kobayashi. "Cavitand‐Based Pd‐Pyridyl Coordination Capsules: Guest‐Induced Homo‐ or Heterocapsule Selection and Applications of Homocapsules to the Protection of a Photosensitive Guest and Chiral Capsule Formation." Chemistry – An Asian Journal 15, no. 14 (June 22, 2020): 2218–30. http://dx.doi.org/10.1002/asia.202000603.

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19

Mann, Enrique, and Julius Jr Rebek. "ChemInform Abstract: Deepened Chiral Cavitands." ChemInform 39, no. 46 (November 11, 2008). http://dx.doi.org/10.1002/chin.200846217.

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20

Wang, Xiuze, Radoslav Z. Pavlović, Tyler J. Finnegan, Pratik Karmakar, Curtis E. Moore, and Jovica D. Badjic. "A Rapid Access to Chiral and Tripodal Cavitands from β‐Pinene." Chemistry – A European Journal, September 27, 2022. http://dx.doi.org/10.1002/chem.202202416.

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21

Shi, Tan-Hao, Yuuya Nagata, Shigehisa Akine, Shunsuke Ohtani, Kenichi Kato, and Tomoki Ogoshi. "A Twisted Chiral Cavitand with 5-Fold Symmetry and Its Length-Selective Binding Properties." Journal of the American Chemical Society, December 18, 2022. http://dx.doi.org/10.1021/jacs.2c11225.

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