77464-21-2Relevant academic research and scientific papers
Photo-induced phosphorus radical involved semipinacol rearrangement reaction: Highly synthesis of γ-oxo-phosphonates
Wang, Chunhai,Huang, Xiaoling,Liu, Xueting,Gao, Suqian,Zhao, Bin,Yang, Shangdong
supporting information, p. 677 - 680 (2019/08/27)
Hydroxyphosphoric acids display the unique biological activities, and they have some attractive prospects as clinical drug moleculars. Herein, a new approach for the synthesis of γ-oxo-phosphonates (the precursor of hydroxyphosphoric acid) has been established through the semipinacol rearrangement tactic involved the photo-induced phosphorus radical process. Most important, this transformation is avoid of the external oxidants, and occurs very well under the sunlight irradiation, meanwhile the γ-oxo-phosphonate was easily derivatized to obtain γ-hydroxyphosphoric acid, thus highlights the synthesis value of this method.
Access to Optically Enriched α-Aryloxycarboxylic Esters via Carbene-Catalyzed Dynamic Kinetic Resolution and Transesterification
Liu, Bin,Song, Runjiang,Xu, Jun,Majhi, Pankaj Kumar,Yang, Xing,Yang, Song,Jin, Zhichao,Chi, Yonggui Robin
supporting information, p. 3335 - 3338 (2020/04/30)
Optically active α-aryloxycarboxylic acids and their derivatives are important functional molecules. Disclosed here is a carbene-catalyzed dynamic kinetic resolution and transesterification reaction for access to this class of molecules with up to 99% yields and 99:1 er values. Addition of a chiral carbene catalyst to the ester substrate leads to two diastereomeric azolium ester intermediates that can quickly epimerize to each other and thus allows for effective dynamic kinetic resolution to be realized. The optically enriched ester products from our reaction can be quickly transformed to chiral herbicides and other bioactive molecules.
Porphyrin-Based Air-Stable Helical Radicals
Kato, Kenichi,Furukawa, Ko,Mori, Tadashi,Osuka, Atsuhiro
supporting information, p. 572 - 575 (2018/01/26)
Stable helical radicals are promising multi-functional molecules in light of intriguing magnetic and chiroptical properties. Attempts were made to extend diphenylmethyl-fused NiII porphyrin radical to helical system as the first air-stable orga
The cytochrome: C -cyclo[6]aramide complex as a supramolecular catalyst in methanol
Pan, Wang,Mao, Lijun,Shi, Mingsong,Fu, Yonghong,Jiang, Xiaomin,Feng, Wen,He, Youzhou,Xu, Dingguo,Yuan, Lihua
supporting information, p. 3857 - 3866 (2018/03/06)
A hydrogen-bonded macrocycle, cyclo[6]aramide, was found to form a supramolecular complex with cytochrome c, which enables the solubilization of the heme protein in methanol. The supramolecular complexation was evidenced by UV-vis, CD, and Raman spectroscopic techniques via structural characterization. Computational simulation based on the DFT method reveals the presence of strong hydrogen bonds formed between the lysine residues exposed on the protein surface and the oxygen atoms residing in the cavity of cyclo[6]aramide apart from cation-π interactions. The resulting cytochrome c-cyclo[6]aramide 1 exhibited higher activities than unmodified cytochrome c in the oxidation of benzhydrol to benzophenone with hydrogen peroxide at low temperatures. The enhanced activity with lowering temperature up to -40 °C indicates that the complex can act as a "cold-active" synzyme. The results achieved here demonstrate the potential of hydrogen-bonded macrocycles in supramolecular chemistry for catalytic reactions via ligand-protein interactions.
Catalysts, ligands and use thereof
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Page/Page column 70; 71, (2017/05/17)
According to the present invention, there is provided a catalytic complex comprising a metal, one or more ligands and one or more counterions, wherein said one or more ligands include a non-racemic chiral ligand and wherein said one or more counterions include a triflimide counterion. Also provided are methods of making said catalytic complex and processes for producing chiral compounds which involve the use of said catalytic complex. In addition, the present invention provides compounds of the formula (2) as defined herein. The compounds of formula (2) may be useful as ligands in catalytic complexes.
Visible light-mediated arylalkylation of allylic alcohols through concomitant 1,2-aryl migration
Huang, Hong-Li,Yan, Hang,Yang, Chao,Xia, Wujiong
supporting information, p. 4910 - 4913 (2015/03/18)
A photocatalytic process for selective arylalkylation of allylic alcohols with α-bromo diethyl malonate has been developed. The reaction provided a straightforward approach to synthesize α-aryl-β-alkylated ketones via unique 1,2-aryl migration. The procedure is highlighted by its operational simplicity and mild reaction conditions.
UV light-mediated difunctionalization of alkenes through aroyl radical addition/1,4-/1,2-Aryl shift cascade reactions
Zheng, Lewei,Huang, Hongli,Yang, Chao,Xia, Wujiong
supporting information, p. 1034 - 1037 (2015/03/30)
UV light-mediated difunctionalization of alkenes through an aroyl radical addition/1,4-/1,2-aryl shift has been described. The resulted aroyl radical from a photocleavage reaction added to acrylamide compounds followed by cyclization led to the formation of oxindoles, whereas the addition to cinnamic amides aroused a unique 1,4-aryl shift reaction. Furthermore, the difunctionalization of alkenes of prop-2-en-1-ols was also achieved through aroyl radical addition and a sequential 1,2-aryl shift cascade reaction.
Recyclable and reusable Pd(OAc)2/P(1-Nap)3/[bmim][PF6]/H2O system for the addition of arylboronic acids to aldehydes
Zhao, Hong,Cheng, Mingzhu,Zhang, Tinli,Cai, Mingzhong
, p. 50 - 56 (2015/01/09)
A stable and efficient Pd(OAc)2/P(1-Nap)3[tri(1-naphthyl)phosphine] catalytic system for the addition of arylboronic acids to aldehydes has been developed. In the presence of Pd(OAc)2 and P(1-Nap)3, the addition reaction of arylboronic acids with aldehydes was carried out smoothly at 65 °C to give a variety of carbinol derivatives in good to excellent yields using a mixture of [bmim][PF6] and water as the solvent. The isolation of the products was readily performed by the extraction with diethyl ether, and the Pd(OAc)2/P(1-Nap)3/[bmim][PF6]/H2O system could be easily recycled and reused six times without significant loss of catalytic activity. Our system not only avoids the use of easily volatile THF or toluene as solvent but also solves the basic problem of palladium catalyst and these phosphine ligand reuse.
Efficient 1,2-addition of aryl- and alkenylboronic acids to aldehydes catalyzed by the palladium/thioether-imidazolinium chloride system
Kuriyama, Masami,Shimazawa, Rumiko,Shirai, Ryuichi
, p. 1597 - 1600 (2008/09/17)
(Chemical Equation Presented) The high level of catalyst performance was attainable in the palladium-catalyzed 1,2-addition of aryl-, heteroaryl-, and alkenylboronic acids to aromatic, heteroaromatic, and aliphatic aldehydes using thioether-imidazolinium chloride L5 as a heterobidentate carbene ligand precursor.
The palladium-catalyzed addition of aryl- and heteroarylboronic acids to aldehydes
Qin, Changming,Wu, Huayue,Cheng, Jiang,Chen, Xi'an,Liu, Miaochang,Zhang, Weiwei,Su, Weike,Ding, Jinchang
, p. 4102 - 4107 (2008/02/04)
(Chemical Equation Presented) Reaction of aryl- or heteroarylboronic acids with aldehydes, in the presence of PdCl2 and P(1-Nap)3, afforded carbinol derivatives in good to excellent yields. The efficiency of this reaction was demonstrated by the compatibility with nitro, cyano, acetamido, acetoxy, acetyl, carboxyl, trifluoromethyl, fluoro, and chloro groups and the possibility of involving aliphatic aldehyde or hindered substrates. Moreover, the rigorous exclusion of air/moisture is not required in these transformations.
