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Artykuły w czasopismach na temat „Aldehyde and C-H activation”

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Data publikacji: 6 września 2023

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1

Maia da Silva Santos, Bruno, Mariana dos Santos Dupim, Cauê Paula de Souza, Thiago Messias Cardozo i Fernanda Gadini Finelli. "DABCO-promoted photocatalytic C–H functionalization of aldehydes". Beilstein Journal of Organic Chemistry 17 (21.12.2021): 2959–67. http://dx.doi.org/10.3762/bjoc.17.205.

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Herein we present a direct application of DABCO, an inexpensive and broadly accessible organic base, as a hydrogen atom transfer (HAT) abstractor in a photocatalytic strategy for aldehyde C–H activation. The acyl radicals generated in this step were arylated with aryl bromides through a well stablished nickel cross-coupling methodology, leading to a variety of interesting aryl ketones in good yields. We also performed computational calculations to shine light in the HAT step energetics and determined an optimized geometry for the transition state, showing that the hydrogen atom transfer between aldehydes and DABCO is a mildly endergonic, yet sufficiently fast step. The same calculations were performed with quinuclidine, for comparison of both catalysts and the differences are discussed.
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2

Swamy, V. S. V. S. N., K. Vipin Raj, Kumar Vanka, Sakya S. Sen i Herbert W. Roesky. "Silylene induced cooperative B–H bond activation and unprecedented aldehyde C–H bond splitting with amidinate ring expansion". Chemical Communications 55, nr 24 (2019): 3536–39. http://dx.doi.org/10.1039/c9cc00296k.

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3

Xu, Pan, Guoqiang Wang, Zhongkai Wu, Shuhua li i Chengjian Zhu. "Rh(iii)-catalyzed double C–H activation of aldehyde hydrazones: a route for functionalized 1H-indazole synthesis". Chemical Science 8, nr 2 (2017): 1303–8. http://dx.doi.org/10.1039/c6sc03888c.

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4

Ochoa, Carmen A., Claire G. Nissen, Deanna D. Mosley, Christopher D. Bauer, Destiny L. Jordan, Kristina L. Bailey i Todd A. Wyatt. "Aldehyde Trapping by ADX-102 Is Protective against Cigarette Smoke and Alcohol Mediated Lung Cell Injury". Biomolecules 12, nr 3 (2.03.2022): 393. http://dx.doi.org/10.3390/biom12030393.

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Most individuals diagnosed with alcohol use disorders smoke cigarettes. Large concentrations of malondialdehyde and acetaldehyde are found in lungs co-exposed to cigarette smoke and alcohol. Aldehydes directly injure lungs and form aldehyde protein adducts, impacting epithelial functions. Recently, 2-(3-Amino-6-chloroquinolin-2-yl)propan-2-ol (ADX-102) was developed as an aldehyde-trapping drug. We hypothesized that aldehyde-trapping compounds are protective against lung injury derived from cigarette smoke and alcohol co-exposure. To test this hypothesis, we pretreated mouse ciliated tracheal epithelial cells with 0–100 µM of ADX-102 followed by co-exposure to 5% cigarette smoke extract and 50 mM of ethanol. Pretreatment with ADX-102 dose-dependently protected against smoke and alcohol induced cilia-slowing, decreases in bronchial epithelial cell wound repair, decreases in epithelial monolayer resistance, and the formation of MAA adducts. ADX-102 concentrations up to 100 µM showed no cellular toxicity. As protein kinase C (PKC) activation is a known mechanism for slowing cilia and wound repair, we examined the effects of ADX-102 on smoke and alcohol induced PKC epsilon activity. ADX-102 prevented early (3 h) activation and late (24 h) autodownregulation of PKC epsilon in response to smoke and alcohol. These data suggest that reactive aldehydes generated from cigarette smoke and alcohol metabolism may be potential targets for therapeutic intervention to reduce lung injury.
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5

Török, Patrik, Dóra Lakk-Bogáth i József Kaizer. "Stoichiometric Alkane and Aldehyde Hydroxylation Reactions Mediated by In Situ Generated Iron(III)-Iodosylbenzene Adduct". Molecules 28, nr 4 (15.02.2023): 1855. http://dx.doi.org/10.3390/molecules28041855.

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Previously synthesized and spectroscopically characterized mononuclear nonheme, low-spin iron(III)-iodosylbenzene complex bearing a bidentate pyridyl-benzimidazole ligands has been investigated in alkane and aldehyde oxidation reactions. The in situ generated Fe(III) iodosylbenzene intermediate is a reactive oxidant capable of activating the benzylic C-H bond of alkane. Its electrophilic character was confirmed by using substituted benzaldehydes and a modified ligand framework containing electron-donating (Me) substituents. Furthermore, the results of kinetic isotope experiments (KIE) using deuterated substrate indicate that the C-H activation can be interpreted through a tunneling-like HAT mechanism. Based on the results of the kinetic measurements and the relatively high KIE values, we can conclude that the activation of the C-H bond mediated by iron(III)–iodosylbenzene adducts is the rate-determining step.
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6

Yuan, Yumeng, Xiemin Guo, Xiaofeng Zhang, Buhong Li i Qiufeng Huang. "Access to 5H-benzo[a]carbazol-6-ols and benzo[6,7]cyclohepta[1,2-b]indol-6-ols via rhodium-catalyzed C–H activation/carbenoid insertion/aldol-type cyclization". Organic Chemistry Frontiers 7, nr 20 (2020): 3146–59. http://dx.doi.org/10.1039/d0qo00820f.

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7

Finkelstein, Erik I., Jurjen Ruben, C. Wendy Koot, Milena Hristova i Albert van der Vliet. "Regulation of constitutive neutrophil apoptosis by the α,β-unsaturated aldehydes acrolein and 4-hydroxynonenal". American Journal of Physiology-Lung Cellular and Molecular Physiology 289, nr 6 (grudzień 2005): L1019—L1028. http://dx.doi.org/10.1152/ajplung.00227.2005.

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Reactive α,β-unsaturated aldehydes are major components of common environmental pollutants and are products of lipid oxidation. Although these aldehydes have been demonstrated to induce apoptotic cell death in various cell types, we recently observed that the α,β-unsaturated aldehyde acrolein (ACR) can inhibit constitutive apoptosis of polymorphonuclear neutrophils and thus potentially contribute to chronic inflammation. The present study was designed to investigate the biochemical mechanisms by which two representative α,β-unsaturated aldehydes, ACR and 4-hydroxynonenal (HNE), regulate neutrophil apoptosis. Whereas low concentrations of either aldehyde (<10 μM) mildly promoted apoptosis in neutrophils (reflected by increased phosphatidylserine exposure, caspase-3 activation, and mitochondrial cytochrome c release), higher concentrations prevented critical features of apoptosis (caspase-3 activation, phosphatidylserine exposure) and caused delayed neutrophil cell death with characteristics of necrosis/oncosis. Inhibition of caspase-3 activation by either aldehyde occurred despite increases in mitochondrial cytochrome c release and occurred in close association with depletion of cellular GSH and with cysteine modifications within caspase-3. However, procaspase-3 processing was also prevented, because of inhibited activation of caspases-9 and -8 under similar conditions, suggesting that ACR (and to a lesser extent HNE) can inhibit both intrinsic (mitochondria dependent) and extrinsic mechanisms of neutrophil apoptosis at initial stages. Collectively, our results indicate that α,β-unsaturated aldehydes can inhibit constitutive neutrophil apoptosis by common mechanisms, involving changes in cellular GSH status resulting in reduced activation of initiator caspases as well as inactivation of caspase-3 by modification of its critical cysteine residue.
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8

Zhang, Qiao, Angela Bell-Taylor, Fraser M. Bronston, John D. Gorden i Christian R. Goldsmith. "Aldehyde Deformylation and Catalytic C–H Activation Resulting from a Shared Cobalt(II) Precursor". Inorganic Chemistry 56, nr 2 (22.12.2016): 773–82. http://dx.doi.org/10.1021/acs.inorgchem.6b02127.

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9

Seo, Jia, Che-Wei Chen, Shih-Ching Chuang, Jung Min Joo, Woohyeong Lee, Ju Eun Jeon i Pei-Ling Chen. "Palladium-Catalyzed C–H Benzannulation of Functionalized Furans and Pyrroles with Alkynes". Synthesis 53, nr 17 (6.05.2021): 3001–10. http://dx.doi.org/10.1055/a-1502-3641.

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AbstractA benzannulation strategy involving activation of two C–H bonds of five-membered heteroarenes was developed. Readily available furans and pyrroles stabilized by synthetically useful electron-withdrawing groups underwent Pd-catalyzed 1:2 annulation reactions with diaryl alkynes. A variety of functional groups, including ester, amide, ketone, aldehyde, and nitrile, on the heterocyclic cores were tolerated in the Pd-catalyzed oxidative reactions. In these reactions, the combination of 2,2-dimethylbutyric acid and its conjugate base facilitated metalation at the heteroaromatic rings and reoxidation of the Pd(0) species using oxygen as the terminal oxidant. This strategy provides fluorescent ­benzofuran and indole derivatives and is expected to allow for further development of functionalized polycyclic heteroaromatic compounds.
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10

Hill, Jeremy P., Paul D. Buckley, Leonard F. Blackwell, Richard M. Sime i Richard L. Kingston. "Activation of aldehyde dehydrogenase at physiological temperatures". Biochemical Pharmacology 44, nr 12 (grudzień 1992): 2425–26. http://dx.doi.org/10.1016/0006-2952(92)90692-c.

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11

Massouh, Joe, Antoine Petrelli, Virginie Bellière‐Baca, Damien Hérault i Hervé Clavier. "Rhodium(III)‐Catalyzed Aldehyde C−H Activation and Functionalization with Dioxazolones: An Entry to Imide Synthesis". Advanced Synthesis & Catalysis 364, nr 4 (29.12.2021): 831–37. http://dx.doi.org/10.1002/adsc.202101099.

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12

Du, Jin, Wei Chen, Gangfeng Wu, Yanfang Song, Xiao Dong, Guihua Li, Jianhui Fang, Wei Wei i Yuhan Sun. "Evoked Methane Photocatalytic Conversion to C2 Oxygenates over Ceria with Oxygen Vacancy". Catalysts 10, nr 2 (6.02.2020): 196. http://dx.doi.org/10.3390/catal10020196.

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Direct conversion of methane to its oxygenate derivatives remains highly attractive while challenging owing to the intrinsic chemical inertness of CH4. Photocatalysis arises as a promising green strategy which could stimulate water splitting to produce oxidative radicals for methane C–H activation and subsequent C–C coupling. However, synthesis of a photocatalyst with an appropriate capability of methane oxidation by water remains a challenge using an effective and viable approach. Herein, ceria nanoparticles with abundant oxygen vacancies prepared by calcinating commercial CeO2 powder at high temperatures in argon are reported to capably produce ethanol and aldehyde from CH4 photocatalytic oxidation under ambient conditions. Although high-temperature calcinations lead to lower light adsorptions and increased band gaps to some extent, deficient CeO2 nanoparticles with oxygen vacancies and surface CeIII species are formed, which are crucial for methane photocatalytic conversion. The ceria catalyst as-calcinated at 1100 °C had the highest oxygen vacancy concentration and CeIII content, achieving an ethanol production rate of 11.4 µmol·gcat−1·h−1 with a selectivity of 91.5%. Additional experimental results suggested that the product aldehyde was from the oxidation of ethanol during the photocatalytic conversion of CH4.
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13

Lee, Daesung, i Ryan D. Otte. "Transition-Metal-Catalyzed Aldehydic C−H Activation by Azodicarboxylates". Journal of Organic Chemistry 69, nr 10 (maj 2004): 3569–71. http://dx.doi.org/10.1021/jo035456o.

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14

Liu, Hong Fei, Xin Min Min i Hai Xia Yang. "Theoretical Investigation of the Decarbonylation of Acetaldehyde by Ni+2 Using Density Functional Theory". Applied Mechanics and Materials 446-447 (listopad 2013): 168–71. http://dx.doi.org/10.4028/www.scientific.net/amm.446-447.168.

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The decarbonylation of acetaldehyde assisted by Ni+2, which was selected as a representative system of transition metal ions assisted decarbonylation of acetaldehyde, has been investigated using density functional theory (B3LYP) in conjunction with the 6-31+G** basis sets in C,H,O atoms and Lanl2dz basis sets in Ni atom The geometries and energies of the reactants, intermediates, products and transition states relevant to the reaction were located on the triplet ground potential energy surfaces of [Ni, O, C2,H4]+2. Our calculations indicate the decarbonylation of acetaldehyde takes place through four steps, that is, encounter complexation, CC activation, aldehyde H-shift and nonreactive dissociation, it is that CC activation by Ni+2that lead to the decarbonylation of acetaldehyde.
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15

Garralda, María A. "Aldehyde C–H activation with late transition metal organometallic compounds. Formation and reactivity of acyl hydrido complexes". Dalton Transactions, nr 19 (2009): 3635. http://dx.doi.org/10.1039/b817263c.

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16

Zhang, Yicheng, Pinhua Li, Min Wang i Lei Wang. "Indium-Catalyzed Highly Efficient Three-Component Coupling of Aldehyde, Alkyne, and Amine via C−H Bond Activation". Journal of Organic Chemistry 74, nr 11 (5.06.2009): 4364–67. http://dx.doi.org/10.1021/jo900507v.

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17

Dong, Jianyang, Zhen Wang, Xiaochen Wang, Hongjian Song, Yuxiu Liu i Qingmin Wang. "Ketones and aldehydes as alkyl radical equivalents for C─H functionalization of heteroarenes". Science Advances 5, nr 10 (październik 2019): eaax9955. http://dx.doi.org/10.1126/sciadv.aax9955.

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The polar nature of the C═O bond commonly allows it to undergo direct attack by nucleophiles at the electrophilic carbon atom in which ketones and aldehydes act as alkyl carbocation equivalents. In contrast, transformations in which ketones and aldehydes act as alkyl radical equivalents (generated in carbonyl carbon) are unknown. Here, we describe a new catalytic activation mode that combines proton-coupled electron transfer (PCET) with spin-center shift (SCS) and enables C─H alkylation of heteroarenes using ketones and aldehydes as alkyl radical equivalents. This transformation proceeded via reductive PCET activation of the ketones and aldehydes to form α-oxy radicals, addition of the radicals to the N-heteroarenes to form C─C bonds, and SCS to cleave the C─O bonds of the resulting alcohols. This mild protocol represents a general use of abundant, commercially available, ketones and aldehydes as latent alkyl radical equivalents.
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18

Bertini, Simone, i Martin Albrecht. "O-Functionalised NHC Ligands for Efficient Nickel-catalysed C–O Hydrosilylation". CHIMIA International Journal for Chemistry 74, nr 6 (24.06.2020): 483–88. http://dx.doi.org/10.2533/chimia.2020.483.

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A series of C,O-bidentate chelating mesoionic carbene nickel(ii) complexes [Ni(NHC^PhO)2] (NHC = imidazolylidene or triazolylidene) were applied for hydrosilylation of carbonyl groups. The catalytic system is selective towards aldehyde reduction and tolerant to electron-donating and -withdrawing group substituents. Stoichiometric experiments in the presence of different silanes lends support to a metal–ligand cooperative activation of the Si–H bond. Catalytic performance of the nickel complexes is dependent on the triazolylidene substituents. Butyl-substituted triazolylidene ligands impart turnover numbers up to 7,400 and turnover frequencies of almost 30,000 h-1, identifying this complex as one of the best-performing nickel catalysts for hydrosilylation and demonstrating the outstanding potential of O-functionalised NHC ligands in combination with first-row transition metals.
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19

Nguyen, Anh T., Lam T. Pham, Nam T. S. Phan i Thanh Truong. "Efficient and robust superparamagnetic copper ferrite nanoparticle-catalyzed sequential methylation and C–H activation: aldehyde-free propargylamine synthesis". Catal. Sci. Technol. 4, nr 12 (23.07.2014): 4281–88. http://dx.doi.org/10.1039/c4cy00753k.

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20

Wang, Long, Hua Fu, Yuyang Jiang i Yufen Zhao. "Highly Efficient Copper-Catalyzed Amidation of Aldehydes by CH Activation". Chemistry - A European Journal 14, nr 34 (15.10.2008): 10722–26. http://dx.doi.org/10.1002/chem.200801620.

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21

Gholamirad, Parisa, i Morteza Rouhani. "DFT study about the effects of BX3 (X = H, F, Cl and Br) derivatives on the C–H acidity enhancement". Main Group Chemistry 21, nr 1 (8.04.2022): 29–42. http://dx.doi.org/10.3233/mgc-210070.

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A computational study about the effect of BX3 (X = H, F, Cl and Br) interaction in C–H acidity enhancement of some aldehyde, ketone and imine molecules is performed by B3LYP/6- 311++G(d,p) method in gas phase. The boron derivatives of model molecules show more acidity in comparison with their pure forms. This acidity improvement is attributed to the effective interaction of the C = O/C = N group with the B atom of BX3. The acidity enhancement is according to the BBr3 > BCl3 > BF3 > BH3 order which shows that boron compounds with electron withdrawing groups and especially BBr3 can be used as an effective and promising C–H activator in various organic reactions.
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22

Allu, Srinivasarao, i K. C. Kumara Swamy. "Palladium-catalysed ortho-acylation of 6-anilinopurines/purine nucleosides via C–H activation". RSC Advances 5, nr 112 (2015): 92045–54. http://dx.doi.org/10.1039/c5ra18447a.

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23

CHEMOURI, H., i S. M. MEKELLECHE. "AN ANALYSIS OF THE REGIOSELECTIVITY IN HETERO DIELS–ALDER REACTIONS USING DFT-BASED REACTIVITY INDEXES". Journal of Theoretical and Computational Chemistry 05, nr 02 (czerwiec 2006): 197–206. http://dx.doi.org/10.1142/s0219633606002210.

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The regioselectivity of hetero Diels–Alder reactions (HDA) of 2-azabutadiene with aldehydes has been elucidated by means of Gazquez–Mendez rules, which are based on the calculation of local softnesses of the four terminal atoms involved in cyclization. The theoretical results obtained with the B3LYP/6-31G(d) method confirm the regioselectivities observed experimentally for all substituents ( R = H , CH 3, CN ) present in the aldehyde reactant. The regioselectivities of these HDA reactions have been confirmed by the calculation of the activation barriers corresponding to the two cyclization modes, and also by the application of the Houk rule and the maximum hardness principle.
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24

Corkey, Britton K., Felicia L. Taw, Robert G. Bergman i Maurice Brookhart. "Aromatic and aldehyde carbon–hydrogen bond activation at cationic Rh(III) centers. Evaluation of electronic substituent effects on aldehyde binding and C–H oxidative addition". Polyhedron 23, nr 17 (listopad 2004): 2943–54. http://dx.doi.org/10.1016/j.poly.2004.09.005.

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25

Kumar, Prashant, Sriparna Dutta, Sandeep Kumar, Vijay Bahadur, Erik V. Van der Eycken, Karani Santhanarishnan Vimaleswaran, Virinder S. Parmar i Brajendra K. Singh. "Aldehydes: magnificent acyl equivalents for direct acylation". Organic & Biomolecular Chemistry 18, nr 40 (2020): 7987–8033. http://dx.doi.org/10.1039/d0ob01458c.

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This review sheds light on the use of aldehydes in the selective acylation of arene, heteroarene and alkyl (sp3, sp2 and sp) C–H bonds by proficient utilization of the C–H activation strategy.
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26

Shi, Lei, Yong-Qiang Tu, Min Wang, Fu-Min Zhang i Chun-An Fan. "Microwave-Promoted Three-Component Coupling of Aldehyde, Alkyne, and Amine via C−H Activation Catalyzed by Copper in Water". Organic Letters 6, nr 6 (marzec 2004): 1001–3. http://dx.doi.org/10.1021/ol049936t.

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27

Koh, Jae J., Wook-Hwan Lee, Paul G. Williard i William M. Risen. "The PtP(C6H11)3(C2H4)2 mediated activation of aldehyde CH bonds via chelate-assisted oxidative addition reactions". Journal of Organometallic Chemistry 284, nr 3 (kwiecień 1985): 409–19. http://dx.doi.org/10.1016/0022-328x(85)80038-3.

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28

Alaimo, Peter J., Bruce A. Arndtsen i Robert G. Bergman. "Synthesis of Tertiary and Other Sterically Demanding Alkyl and Aryl Complexes of Iridium by Aldehyde C−H Bond Activation". Journal of the American Chemical Society 119, nr 22 (czerwiec 1997): 5269–70. http://dx.doi.org/10.1021/ja970245k.

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Liu, Chen-Fei, Man Liu, Jun-Shu Sun, Chao Li i Lin Dong. "Synthesis of 2-aminobenzaldehydes by rhodium(iii)-catalyzed C–H amidation of aldehydes with dioxazolones". Organic Chemistry Frontiers 5, nr 13 (2018): 2115–19. http://dx.doi.org/10.1039/c8qo00413g.

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30

Fan, Pei, Chang Zhang, Yun Lan, Zhiyang Lin, Linchuan Zhang i Chuan Wang. "Photocatalytic hydroacylation of trifluoromethyl alkenes". Chemical Communications 55, nr 84 (2019): 12691–94. http://dx.doi.org/10.1039/c9cc07285c.

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Liu, Xuesong, Linqian Yu, Mupeng Luo, Jidong Zhu i Wanguo Wei. "Radical-Induced Metal-Free Alkynylation of Aldehydes by Direct CH Activation". Chemistry - A European Journal 21, nr 24 (29.04.2015): 8745–49. http://dx.doi.org/10.1002/chem.201501094.

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32

Sahara, E., D. E. Permatasaari i I. W. Suarsa. "PEMBUATAN DAN KARAKTERISASI ARANG AKTIF DARI BATANG LIMBAH TANAMAN GUMITIR DENGAN AKTIVATOR ZnCl2". Jurnal Kimia 13, nr 1 (16.01.2019): 95. http://dx.doi.org/10.24843/jchem.2019.v13.i01.p15.

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The agricultural waste of gumitir plants stem can be used as an ingredient in producing an activated carbon. Some researchers have reported that the additions of phosphoric acid and NaOH as chemical activators have resulted in an activated carbon that met the SNI (Indonesian National Standard) 06-3730-1995 about technical activated carbon. The purpose of this study was to produce and characterize the activated carbon from the stem of gumitir plants carbonized at 300oC for 90 minutes with the use of ZnCl2 as the activator. The activation was carried out by adding ZnCl2 to an amount of carbon in various mole ratios. The characteristics of the activated carbon obtained were compared to the SNI. It was evident that the addition of 0.1 mole of ZnCl2 to 1 gram of the carbon produced an activated carbon that met the SNI standard, namely, water content of 5.00%, as content of 8.33%, volatile content of 950oC of heating of 7.36%, carbon content of 79,30%, iodine absorption capacity of 788.1271 mg/g, and methylene blue absorption capacity of 260.7917 mg/g. The surface area and surfae acidity of this carbon was of 677,6270 mg2/g and 0.3396 mmol/g, respectively. The functional group analysis of this activated carbon showed the presence of O-H, COOH, C-O aldehyde, alkaline C-C and C-H groups.
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Singh, Krishna, i Dushyant Raghuvanshi. "Highly Efficient Cadmium-Catalyzed Three-Component Coupling of an Aldehyde, Alkyne, and Amine via C-H Activation under Microwave Conditions". Synlett 2011, nr 03 (13.01.2011): 373–77. http://dx.doi.org/10.1055/s-0030-1259323.

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34

Wei, Chunmei, i Chao-Jun Li. "A Highly Efficient Three-Component Coupling of Aldehyde, Alkyne, and Amines via C−H Activation Catalyzed by Gold in Water". Journal of the American Chemical Society 125, nr 32 (sierpień 2003): 9584–85. http://dx.doi.org/10.1021/ja0359299.

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D’Amato, Assunta, Marco Sirignano, Simona Russo, Rubina Troiano, Annaluisa Mariconda i Pasquale Longo. "Recent Advances in N-Heterocyclic Carbene Coinage Metal Complexes in A3-Coupling and Carboxylation Reaction". Catalysts 13, nr 5 (27.04.2023): 811. http://dx.doi.org/10.3390/catal13050811.

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Owing of their accessibility and wide range of reactivities, alkynes make for fascinating building blocks. Either a selective alkyne carbon-carbon triple bond reaction or activation of the terminal alkyne C-H bond may be employed to functionalize them. Monocationic coinage metal complexes with a d10 electronic configuration are effective catalysts for alkyne activation. Silver(I) and gold(I) N-heterocyclic (NHC) systems are emerging as promising catalysts in multicomponent alkyne activation reactions; this review paper focuses on A3 (aldehyde-amine-alkyne)-coupling reaction and carbon dioxide fixation, furnishing a systematic overview of the scientific advances achieved during the last two decades. This study will carefully compare the corresponding silver and gold complexes employed in the two processes. The differences in reaction routes brought about by the catalyst ligand structure will be investigated with an emphasis on evaluating the benefits provided by the easily tuneable NHC backbone, in terms of chemo- and stereo-selectivity.
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36

Murphy, Stephen K., Achim Bruch i Vy M. Dong. "Mechanistic insights into hydroacylation with non-chelating aldehydes". Chemical Science 6, nr 1 (2015): 174–80. http://dx.doi.org/10.1039/c4sc02026j.

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Li, Jie, Lei Liu, Zhao Zhang, Yucheng Wang i Yan Zhang. "Electrophilic Amination with Anthranils through Thioamide-Assisted Cobalt(III)-Catalyzed C(sp3)–H Activation". Synthesis 52, nr 24 (3.03.2020): 3881–90. http://dx.doi.org/10.1055/s-0039-1690087.

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Cobalt(III)-catalyzed electrophilic amination of inert C(sp3)–H bonds of weakly coordinating thioamides with readily accessible anthranil derivatives was accomplished under mild conditions, with good functional group tolerance, thus providing various amino aldehydes and amino ketones. Moreover, our protocol with the versatile [Cp*Co(MeCN)3][SbF6]2 features excellent atom-economy and oxidant-free conditions, and allows facile late-stage functionalization.
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Singh, Kuldeep, Kulbir Kulbir, Tarang Gupta, Rajneesh Kaur i Raman Singh. "Applications of Rozen’s Reagent in Oxygen-Transfer and C–H Activation Reactions". Synthesis 51, nr 02 (22.11.2018): 371–83. http://dx.doi.org/10.1055/s-0037-1609638.

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Rozen’s reagent (hypofluorous acid–acetonitrile complex, HOF·MeCN) is a robust nonspecific oxygen-transfer reagent and became a proven tool for the oxidation of difficult-to-oxidize molecules. It has been applied to instant oxygen transfers to functional groups such as alkenes, alkynes, and aromatic hydrocarbons, epoxidation, oxidation of alcohols, amines, and alkynes, oxygen-transfer reactions with nitrogen, phosphorus, and sulfur-containing substrates, and α-hydroxylation of carbonyl groups. Apart from being a potential green oxidizing agent, the complex has applications in 18O-labeling and C–H functionalization strategies. Recent uses of Rozen’s reagent in developing nanomaterials and oxidized expanded graphite indicate the enormous potential of the reagent. These aspects are discussed in this review.1 Introduction2 Synthesis and Physical Properties3 Safety and Handling4 Oxygen-Transfer Reactions4.1 General Mechanism of Oxygen Transfer4.2 Epoxidation4.3 Oxidation of Alkynes4.4 Oxidation of Aromatic Alcohols and Phenols4.5 Oxidation of Nitrogen-Containing Compounds4.6 Conversion of Aldehydes into Nitriles4.7 Oxidation of Alcohols and Ethers4.8 Oxidation of Sulfur-Containing Compounds4.9 Oxygen-Transfer Reaction with Phosphine, Phosphite, and Phosphinite Compounds5 C–H Activation Reactions5.1 Hydroxylation of Nonactivated Tertiary Saturated Carbon Center5.2 Hydroxylation of Aromatic Carbon Center5.3 α-Hydroxylation of Carbonyl Group5.4 Activation of α-Hydrogens of α-Amino Acids6 Other Uses7 Green Chemistry and Rozen’s Reagent8 Experimental Problems9 Further Applications10 Conclusions
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Jia, Bing, Yunhui Yang, Xiqing Jin, Guoliang Mao i Congyang Wang. "Rhenium-Catalyzed Phthalide Synthesis from Benzamides and Aldehydes via C–H Bond Activation". Organic Letters 21, nr 16 (sierpień 2019): 6259–63. http://dx.doi.org/10.1021/acs.orglett.9b02142.

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Upadhyay, Nitinkumar Satyadev, Jayachandran Jayakumar i Chien-Hong Cheng. "Facile one-pot synthesis of 2,3-dihydro-1H-indolizinium derivatives by rhodium(iii)-catalyzed intramolecular oxidative annulation via C–H activation: application to ficuseptine synthesis". Chemical Communications 53, nr 16 (2017): 2491–94. http://dx.doi.org/10.1039/c7cc00008a.

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Ozawa, Fumiyuki, Isao Yamagami i Akio Yamamoto. "Reaction of RuH2(PMe3)4 with benzaldehyde. Formation of novel oxametallacycle and metallacycloketone complexes via CH bond activation of aldehyde". Journal of Organometallic Chemistry 473, nr 1-2 (czerwiec 1994): 265–72. http://dx.doi.org/10.1016/0022-328x(94)80127-4.

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Ai, Wen, Yunxiang Wu, Huanyu Tang, Xueyan Yang, Yaxi Yang, Yuanchao Li i Bing Zhou. "Rh(iii)- or Ir(iii)-catalyzed ynone synthesis from aldehydes via chelation-assisted C–H bond activation". Chemical Communications 51, nr 37 (2015): 7871–74. http://dx.doi.org/10.1039/c5cc00758e.

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A simple and practical synthesis of ynones directly from readily available aldehydes was developed for the first time under mild reaction conditions via a Rh(iii)- or Ir(iii)-catalyzed formyl C–H bond activation.
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Wang, Zhuo, Tongyu Li, Siyang Xing i Bolin Zhu. "Facile and practical synthesis of β-carbolinium salts and γ-carbolinium salts via rhodium-catalyzed three-component reactions". Organic & Biomolecular Chemistry 16, nr 27 (2018): 5021–26. http://dx.doi.org/10.1039/c8ob01182f.

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Nandi, Ganesh Chandra, i Cijil Raju. "CuBr/TBHP-mediated synthesis of N-acyl sulfonimidamides via the oxidative cross-coupling of sulfonimidamides and aldehydes". Organic & Biomolecular Chemistry 15, nr 10 (2017): 2234–39. http://dx.doi.org/10.1039/c6ob02589g.

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Cui, Bingcun, Guosheng Huang, Jin Liu, Shaofen Jin, Yingxing Zhou, Dongmei Ni, Tingting Liu, Gang Hu i Xin Yu. "Palladium-Catalyzed ortho-Monoacylation of Arenes with Aldehydes­ via 1,2,4-Benzotriazine-Directed C–H Bond Activation". Synthesis 52, nr 09 (10.02.2020): 1407–16. http://dx.doi.org/10.1055/s-0039-1691564.

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An efficient palladium-catalyzed C–H bond functionalization/ortho-monoacylation reaction of 3-aryl-1,2,4-benzotriazines with (hetero)aryl or alkyl aldehydes has been developed, which offers a facile and alternative strategy for direct modification and further diversification of 3-aryl-1,2,4-benzotriazines. Bioactive 1,2,4-benzotriazine has been employed as a novel directing group for the palladium-catalyzed regioselective monoacylation of sp2 C–H bond protocol with broad substrate scope and good functional group tolerance.
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Cadoni, Roberta, Andrea Porcheddu, Giampaolo Giacomelli i Lidia De Luca. "One-Pot Synthesis of Amides from Aldehydes and Amines via C–H Bond Activation". Organic Letters 14, nr 19 (14.09.2012): 5014–17. http://dx.doi.org/10.1021/ol302175v.

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Liu, Xuesong, Linqian Yu, Mupeng Luo, Jidong Zhu i Wanguo Wei. "ChemInform Abstract: Radical-Induced Metal-Free Alkynylation of Aldehydes by Direct C-H Activation". ChemInform 46, nr 43 (październik 2015): no. http://dx.doi.org/10.1002/chin.201543196.

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Yi, Meiling, Xiuling Cui, Chongwei Zhu, Chao Pi, Weimin Zhu i Yangjie Wu. "Directortho-Acylation of Azoxybenzenes with Aldehydes via Palladium-Catalyzed Regioselective CH Bond Activation". Asian Journal of Organic Chemistry 4, nr 1 (4.12.2014): 38–41. http://dx.doi.org/10.1002/ajoc.201402251.

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Li, Chengliang, Lei Wang, Pinhua Li i Wei Zhou. "Palladium-Catalyzed ortho-Acylation of Acetanilides with Aldehydes through Direct CH Bond Activation". Chemistry - A European Journal 17, nr 37 (2.08.2011): 10208–12. http://dx.doi.org/10.1002/chem.201101192.

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Papadopoulos, Giorgos N., Errika Voutyritsa, Nikolaos Kaplaneris i Christoforos G. Kokotos. "Green Photo-Organocatalytic C−H Activation of Aldehydes: Selective Hydroacylation of Electron-Deficient Alkenes". Chemistry - A European Journal 24, nr 7 (4.01.2018): 1726–31. http://dx.doi.org/10.1002/chem.201705634.

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