246532-99-0Relevant articles and documents
Mechanistic Study of Pd/Ag Dual-Catalyzed Cross-Dehydrogenative Coupling of Perfluoroarenes with Thiophenes
Kanbara, Takaki,Kuwabara, Junpei,Shimoyama, Yuto
, p. 3390 - 3397 (2020)
The mechanism of the Pd/Ag dual-catalyzed cross-dehydrogenative coupling (CDC) between perfluoroarenes and thiophenes was clarified. The exact role of the catalytic resting state of the homo-biaryl-Pd(II) complex, which was previously overlooked in Pd/Ag dual-catalyzed CDC, was carefully investigated. Detailed experimental studies indicated that a homo-biaryl-Pd(II) complex occurred in the catalytic off-cycle as a resting state and prevented the homocoupling of perfluoroarenes. In addition, these studies indicated that the C-H bond activation steps of perfluoroarenes and thiophenes proceeded by different mechanisms. While the C-H bond of perfluoroarenes was immediately activated by Ag(I) salts, the C-H bond of thiophenes was activated by the Pd(II) catalyst. Kinetic studies revealed that the Pd(II)-C-H activation of thiophenes is most likely the rate-determining step.
Carboxylic acids as traceless directing groups for the rhodium(iii)-catalyzed decarboxylative C-H arylation of thiophenes
Zhang, Yuanfei,Zhao, Huaiqing,Zhang, Min,Su, Weiping
supporting information, p. 3817 - 3821 (2015/03/18)
A rhodium(III)-catalyzed carboxylic acid directed decarboxylative C-H/C-H cross-coupling of carboxylic acids with thiophenes has been developed. With a slight adjustment of the reaction conditions based on the nature of the substrates, aryl carboxylic acids with a variety of substituents could serve as suitable coupling partners, and a broad variety of functional groups were tolerated. This method provides straightforward access to biaryl scaffolds with diverse substitution patterns, many of which have conventionally been synthesized through lengthy synthetic sequences. An illustrative example is the one-step gram-scale synthesis of a biologically active 3,5-substituted 2-arylthiophene by way of the current method. Who was in control? A rhodium(III)-catalyzed carboxylic acid directed decarboxylative C-H/C-H cross-coupling of benzoic acids with thiophenes has been developed. This method provides straightforward access to biaryl scaffolds with diverse substitution patterns, many of which previously required lengthy synthetic sequences.
Influence of alkyl chain length on the solid-state properties and transistor performance of BN-substituted tetrathienonaphthalenes
Wang, Xiao-Ye,Zhuang, Fang-Dong,Zhou, Xu,Yang, Dong-Chu,Wang, Jie-Yu,Pei, Jian
, p. 8152 - 8161 (2015/05/20)
Flexible side chains have not drawn much attention in the development of organic semiconductors compared to the conjugated backbone counterparts. In this work, a series of BN-substituted tetrathienonaphthalenes (BN-TTNs) with methyl to hexyl side chains w
Alkylated 2,2′-bithiophenes and 2-phenylthiophenes in the composition of pyrolysis products of high-sulfur kerogen
Bushnev
, p. 184 - 192 (2008/09/21)
Compounds from the 5-n-alkyl-2,2′-bithiophene, 5-n-alkyl-5′- methyl-2,2′-bithiophene, 5-n-alkyl-2-phenylthiophene, and 5-n-alkyl-2-o-tolylthiophene homologous series were synthesized to prove their presence in the pyrolysis products of sulfur-rich kerogen. A study of the pyrolysis products of sulfur-vulcanized polybutadiene confirmed that these compounds can be formed via the thermal transformation of n-alkyl polysulfur-bound fragments of sulfur-rich kerogen. The earlier proposed scheme that assumes the dependence of the composition of the pyrolysis products of sulfur-rich kerogen on its saturation with sulfide bridges was experimentally corroborated. Nauka/Interperiodica 2007.
