19773-28-5Relevant articles and documents
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Gribble,G.W.,Smith,M.S.
, p. 2724 - 2727 (1971)
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Palladium-Catalyzed Reductive Cross-Coupling Reaction of Aryl Chromium(0) Fischer Carbene Complexes with Aryl Iodides
Wang, Kang,Lu, Yu,Hu, Fangdong,Yang, Jinghui,Zhang, Yan,Wang, Zhi-Xiang,Wang, Jianbo
, p. 1 - 10 (2018/01/17)
The first palladium-catalyzed reductive cross-couplings of aryl chromium(0) carbene complexes with aryl iodides have been realized. This coupling reaction shows excellent functional group tolerance and high efficiency. Mechanistically, aryl chromium(0) carbene complexes undergo transmetalation with arylpalladium species to generate palladium(II) carbene intermediates, which is followed by migratory insertion. The catalytic cycle is then completed by hydrogen transfer and reductive elimination. Consistent with the mechanistic hypothesis, density functional theory (DFT) calculations support the involvement of a palladium carbene intermediate, and carbene migratory insertion is a facile step with an energy barrier of 5.1 kcal/mol. The carbene transfer step and the hydrogen transfer step are confirmed as the rate-limiting steps in the catalytic cycle.
Photolysis of Tetraarylmethanes and 3-(Triarylmethyl)pyridines
Shi, Min,Okamoto, Yoshiki,Takamuku, Setsuo
, p. 2731 - 2733 (2007/10/02)
Upon UV irradiation in benzene-methanol (1:2) tetraarylmethanes or 3-(triarylmethyl)pyridines underwent an α,α-elimination of two aryl groups to give biaryls or 3-arylpyridine, and two corresponding carbene intermediates.The latters afforded methyl ethers by O-H insertion to methanol.