Preparation, Structure, and Redox Behavior of Bis(diarylmethylene)dihydrothiophene and Its,π-Extended Analogues

被引:10
作者
Takeda, Takashi [1 ]
Akutagawa, Tomoyuki [1 ]
机构
[1] Tohoku Univ, Inst Multidisciplinary Res Adv Mat, Sendai, Miyagi 9808577, Japan
关键词
ELECTRON-ACCEPTORS BEARING; ELECTROCHIROPTICAL RESPONSE; VIOLENE/CYANINE HYBRIDS; HETEROQUINONOID SYSTEM; CONDUCTIVE COMPLEXES; AMBIPOLAR TRANSPORT; 2-PHOTON ABSORPTION; HIGH-PERFORMANCE; QUINODIMETHANE; DERIVATIVES;
D O I
10.1021/acs.joc.5b00021
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The preparation, X-ray structure, and optoelectronic properties of bis(diarylmethylene)dihydrothiophene 1 and its p-extended analogues 2 are described. The development of a simple, short-step synthetic route allowed us to prepare derivatives with different aryl units. X-ray crystallographic analysis of 1b and 2b revealed their quinoidal structures, which exhibit strong electronic absorption in the visible region. Cyclic voltammetry measurements revealed their strong electron-donating properties. 1b showed two-step electrochromic behavior between the corresponding radical cation and dication.
引用
收藏
页码:2455 / 2461
页数:7
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