Preparation, X-ray structures and unique redox reactions of novel 2,2′-(2,2-dimethylpropane-1,3-diylidene)bis(1,3-benzodithiole)-type electron donors fused with a naphthalene ring

被引：5

作者：

Suzuki, T ^{[1
]}

Yoshino, T ^{[1
]}

Ohkita, M ^{[1
]}

Tsuji, T ^{[1
]}

机构：

[1] Hokkaido Univ, Grad Sch Sci, Div Chem, Sapporo, Hokkaido 0600810, Japan

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2000年 / 20期

关键词：

D O I：

10.1039/b005078o

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The title pi-extended TTF derivatives 1 and 2 were prepared from the corresponding diketones by Wittig-Horner reactions. Donor 1 with a naphthalene-1,8-diyl skeleton adopts a butterfly-shaped geometry; its oxidation caused transannular C-C bonding to give the dicationic cyclopropane derivative 4(2+), from which 1 was regenerated upon 2e-reduction. The 2,3-diyl isomer 2 possesses, on the other hand, an almost planar pi-system and underwent 2-stage 1e-oxidation, thus allowing the isolation of both 2(.+) and 2(2+) as stable salts.

引用

页码：3417 / 3420

页数：4

共 24 条

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