1132765-76-4Relevant academic research and scientific papers
N-Aryl Groups Are Ubiquitous in Cross-Dehydrogenative Couplings Because They Stabilize Reactive Intermediates
Tsang, Althea S.-K.,Hashmi, A. Stephen K.,Comba, Peter,Kerscher, Marion,Chan, Bun,Todd, Matthew H.
, p. 9313 - 9318 (2017)
The mechanism of cross-dehydrogenative coupling (CDC) reactions has been examined by experimental and computational methods. We provide a rationale for the ubiquity of the N-aryl group in these reactions. The aryl substituent stabilizes two intermediates
A stable microporous mixed-metal metal-organic framework with highly active cu2+ sites for efficient cross-dehydrogenative coupling reactions
Yang, Xiu-Li,Zou, Chao,He, Yabing,Zhao, Min,Chen, Banglin,Xiang, Shengchang,O'keeffe, Michael,Wu, Chuan-De
, p. 1447 - 1452 (2014)
Two metalloporphyrin octacarboxylates were used to link copper(II) nodes for the formation of two novel porous mixed-metal metal-organic frameworks (M'MOFs) containing nanopore cages (2.1 nm in diameter) or nanotubular channels (1.5 nm in diameter). The h
A LADH-like Zn-MOF as an efficient bifunctional catalyst for cyanosilylation of aldehydes and photocatalytic oxidative carbon–carbon coupling reaction
Chen, Sanping,Gao, Shengli,Li, Feng,Ma, Ren,Wei, Qing,Xia, Zhengqiang,Yang, Qi
, (2021/06/29)
The rational design of component and coordination configuration of active center is critical and useful to the development of multifunctional MOF-based catalysts. Herein, a bifunctional Zn-MOF, Zn-ADBA, constructed by photoactive 4,4’-(9,10-anthracenediyl
Highly efficient heterogeneous aerobic oxidative C-C coupling from C sp3-H bonds by a magnetic nanoparticle-immobilized bipy-gold(iii) catalyst
Yang, Weisen,Wei, Li,Yan, Tao,Cai, Mingzhong
, p. 1744 - 1755 (2017/07/15)
A highly efficient heterogeneous cross-dehydrogenative coupling (CDC) of tertiary amines with nitroalkanes and various unmodified ketones was achieved by using a magnetic nanoparticle-immobilized bipy-gold(iii) complex as catalyst and air as the sole oxid
Mechanistic studies of thiourea-catalyzed cross-dehydrogenative C-P and C-C coupling reactions and their further applications
Zhang, Zhiguo,Gu, Kai,Bao, Zongbi,Xing, Huabin,Yang, Qiwei,Ren, Qilong
supporting information, p. 3118 - 3124 (2017/05/08)
Thiourea-based hydrogen bond donor has been recently disclosed by our group to be an efficient organocatalyst for cross-dehydrogenative coupling (CDC) reactions. Here we present a detailed mechanistic study of this reaction using NMR spectroscopy and kine
A porous metal-organic framework containing multiple active Cu2+ sites for highly efficient cross dehydrogenative coupling reaction
Zhu, Shu-Lan,Ou, Sha,Zhao, Min,Shen, Hong,Wu, Chuan-De
, p. 2038 - 2041 (2015/01/30)
A novel 3D porous metal-organic framework was constructed from imidazole carboxylate linkers and copper(ii) nodes, which in situ generates multiple active CuII sites in the nanosized channel walls for highly efficient cross dehydrogenative coup
Acetic acid promoted metal-free aerobic carbon-carbon bond forming reactions at α-position of tertiary amines
Ueda, Hirofumi,Yoshida, Kei,Tokuyama, Hidetoshi
supporting information, p. 4194 - 4197 (2014/09/30)
The oxidative functionalization of the benzylic C-H bonds in tetrahydroisoquinolines and tetrahydro-β-carboline derivatives was investigated. C-C bond forming reactions proceeded with a range of nucleophiles (nitroalkane, enol silyl ether, indole, allylstannane, and tetrabutylammonium cyanide) under metal-free conditions and an oxygen atmosphere. Acetic acid caused a significant acceleration effect.
Conjugated microporous polymers with rose bengal dye for highly efficient heterogeneous organo-photocatalysis
Jiang, Jia-Xing,Li, Yanyun,Wu, Xiaofeng,Xiao, Jianliang,Adams, Dave J.,Cooper, Andrew I.
, p. 8779 - 8783 (2014/01/06)
Rose Bengal dye has been successfully integrated into the skeleton of a conjugated microporous polymer via palladium-catalyzed Sonogashira-Hagihara cross-coupling polycondensation. These polymers are stable in various solvents, including concentrated hydr
Facile synthesis of vicinal diamines via oxidation of N-phenyltetrahydroisoquinolines with DDQ
Tsang, Althea S.-K.,Todd, Matthew H.
experimental part, p. 1199 - 1202 (2009/06/28)
The oxidation of N-phenyltetrahydroisoquinolines occurs rapidly with DDQ. Under ambient conditions and in the presence of nitromethane, the corresponding β-nitroamine derivatives are isolated in good to excellent yields. Variation in the electronic nature of the isoquinoline and the N-phenyl substituent showed that a broad range of substituents are tolerated, with electronic communication between the isoquinoline aromatic ring and the C1 carbon being stronger than with the N-aryl ring. Reduction of the β-nitroamines to the corresponding novel chiral vicinal diamines are straightforward. Examination of the reaction by 1H NMR spectroscopy suggested that the reaction proceeds via an iminium ion, which then reacts with nitromethane upon work-up. This information was used to shorten the required reaction time.
