A specific intramolecular interaction in a bis(2-thienyl)maleimide derivative

被引:2
作者
Krayushkin, M. M. [1 ]
Vorontsova, L. G. [1 ]
Shimkin, A. A. [1 ]
Starikova, Z. A. [2 ]
机构
[1] Russian Acad Sci, ND Zelinskii Organ Chem Inst, Moscow 119991, Russia
[2] Russian Acad Sci, AN Nesmeyanov Organoelement Cpds Inst, Moscow 119991, Russia
关键词
maleimide; dithienylethenes; X-ray diffraction analysis; molecular conformation; hydrogen bond; attractive interaction; FUSED DITHIENYLETHENE; PHOTOCHROMISM; CRYSTAL; DIARYLETHENES; CONTACTS; SULFUR; VAN;
D O I
10.1007/s11172-011-0094-y
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
3,4-Bis(4-ethoxycarbonyl-3-hydroxy-5-methyl-2-thienyl)-1-phenyl-1H-pyrrole-2,5-dione shows no photochromism in the crystalline state, despite its typical "photochromic" structure (X-ray diffraction data): the anti-parallel orientation of the thienyl fragments relative to the plane of pyrrole-2,5-dione and a short distance between potential reactive sites (C(3')...C(3'A), 3.27 ). The absence of photochromism was explained by a specific attractive interaction between the O atoms of the maleimide ring and the thiophene S atoms, which can preclude UV-induced photocyclization.
引用
收藏
页码:595 / 597
页数:3
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