Solid state conformations of symmetrical aromatic biheterocycles: an X-ray crystallographic investigation

被引：42

作者：

Fitchett, CM ^{[1
]}

Richardson, C ^{[1
]}

Steel, PJ ^{[1
]}

机构：

[1] Univ Canterbury, Dept Chem, Christchurch 1, New Zealand

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2005年 / 3卷 / 03期

关键词：

D O I：

10.1039/b416553e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Accurate, low temperature X-ray crystal structure determinations show that 3,3'-biquinoline (6), 2,2'-biquinazoline (7), 2,2'-biquinoxaline (8), 2,2'-bibenzoxazole (10) and 2,2'-bibenzothiazole (11) all exist in the solid state in centrosymmetric, planar conformations that minimise their dipole moments and maximise both conjugation between the rings and various types of attractive intermolecular associations. In contrast, 4,4'-biquinazoline (9) and 1,1'-bibenzotriazole (12) display non-planar conformations due to repulsive intramolecular interactions.

引用

页码：498 / 502

页数：5

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