TY - JOUR
T1 - Rearrangement of a 2-Methylenecyclobutanone Derivative Triggered by Photoinduced Electron Transfer
T2 - An Unprecedented Oxa Analogue of the Tetramethyleneethane Radical Cation
AU - Ikeda, Hiroshi
AU - Tanaka, Futoshi
AU - Akiyama, Kimio
AU - Tero-Kubota, Shozo
AU - Miyashi, Tsutomu
PY - 2004/1/21
Y1 - 2004/1/21
N2 - On irradiation of p-chloranil (CA), 2,2-bis(p-methoxyphenyl)-3,3-dimethyl-4-methylenecyclobutanone (1) gives 2,2-bis(p-methoxyphenyl)-4-isopropylidenecyclobutanone (2), whereas 2 affords a CA adduct (4), suggesting that a novel rearrangement of 1 to give 2 occurs irreversibly via intermediate 3•+, a radical cation variant of an unprecedented oxa analogue of tetramethyleneethane.
AB - On irradiation of p-chloranil (CA), 2,2-bis(p-methoxyphenyl)-3,3-dimethyl-4-methylenecyclobutanone (1) gives 2,2-bis(p-methoxyphenyl)-4-isopropylidenecyclobutanone (2), whereas 2 affords a CA adduct (4), suggesting that a novel rearrangement of 1 to give 2 occurs irreversibly via intermediate 3•+, a radical cation variant of an unprecedented oxa analogue of tetramethyleneethane.
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U2 - 10.1021/ja038068c
DO - 10.1021/ja038068c
M3 - Article
C2 - 14719908
AN - SCOPUS:0345825862
SN - 0002-7863
VL - 126
SP - 414
EP - 415
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
IS - 2
ER -