Photosensitized electron-transfer reactions of 1-isopropylidene-2-methylene-3,3-diphenylcyclobutane - [4+4] cycloaddition and cyclodimerization initiated by a buta-1,3-diene radical cation functionality

被引:0
作者
Ikeda, H [1 ]
Aburakawa, N [1 ]
Tanaka, F [1 ]
Fukushima, T [1 ]
Miyashi, T [1 ]
机构
[1] Tohoku Univ, Grad Sch Sci, Dept Chem, Sendai, Miyagi 9808578, Japan
关键词
cycloadditions; electron transfer; photochemistry; radical ions; reaction mechanisms;
D O I
10.1002/1099-0690(200109)2001:18<3445::AID-EJOC3445>3.0.CO;2-Q
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The 9,10-dicyanoanthracene-photosensitized (DCA-photosensitized) electron-transfer reaction of 1-isopropylidene-2-methylene-3,3-diphenylcyclobutane (3) gives a mixture of the [4 + 4] DCA adduct (5) and two [4 + 4] cyclodimers (syn-6 and anti-6), demonstrating that 3(+) functions as a buta-1,3-diene radical cation with its SOMO in a mainly localized state.
引用
收藏
页码:3445 / 3452
页数:8
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