TY - JOUR
T1 - Generation of diarylcarbenium ion poolsviaelectrochemical C-H bond dissociation
AU - Okajima, Masayuki
AU - Soga, Kazuya
AU - Watanabe, Takashi
AU - Terao, Kimitada
AU - Nokami, Toshiki
AU - Suga, Seiji
AU - Yoshida, Jun Ichi
PY - 2009
Y1 - 2009
N2 - 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.
AB - 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.
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U2 - 10.1246/bcsj.82.594
DO - 10.1246/bcsj.82.594
M3 - Article
AN - SCOPUS:67649311813
VL - 82
SP - 594
EP - 599
JO - Bulletin of the Chemical Society of Japan
JF - Bulletin of the Chemical Society of Japan
SN - 0009-2673
IS - 5
ER -