Generation of Diarylcarbenium Ion Pools via Electrochemical C–H Bond Dissociation
作者:Masayuki Okajima、Kazuya Soga、Takashi Watanabe、Kimitada Terao、Toshiki Nokami、Seiji Suga、Jun-ichi Yoshida
DOI:10.1246/bcsj.82.594
日期:2009.5.15
The “cation pools” of diarylcarbenium ions have been generated by the low-temperature electrochemical oxidation of diphenylmethane derivatives. In addition to diphenylmethanes having various substituents, 9,10-dihydroanthracene, dibenzosuberane, and xanthenes, which are annulated derivatives of diphenylmethane were also found to serve as a precursor of cation pools. The generation of the diarylcarbenium ion was confirmed by low-temperature NMR analysis and cold-spray mass analysis. Reactivity was also investigated by reactions with various carbon nucleophiles such as allyltrimethylsilane, 1,3,5-trimethylbenzene, and anisole.
作者:Masayuki Okajima、Kazuya Soga、Toshiki Nokami、Seiji Suga、Jun-ichi Yoshida
DOI:10.1021/ol061647c
日期:2006.10.1
"Cation pools" of diarylcarbenium ions have been generated by the oxidative C-H bond dissociation of diarylmethanes using anodic oxidation. "Diarylcarbenium ion pools" thus generated react with various nucleophiles, such as allylsilanes, ketene silyl acetals, and aromatic compounds. The reductive homocoupling of the "diarylcarbenium ion pool" has been achieved. The dimer thus obtained also serves as