Preferential cocrystallization among distyrylbenzene derivatives

被引:40
作者
Bartholomew, GP [1 ]
Bu, XH [1 ]
Bazan, GC [1 ]
机构
[1] Univ Calif Santa Barbara, Dept Chem, Santa Barbara, CA 93106 USA
关键词
D O I
10.1021/cm990608a
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A combination of powder and single-crystal X-ray diffraction techniques were used to probe the generality of phenyl-perfluorophenyl stacking among a small library of 1,4-distyrylbenzene derivatives. The specific derivatives in the present study are 1,4-bis-(4-dimethyl-aminostyryl)benzene (DMADSB), 1,4-distyrylbenzene (DSB), 1,4-di(1-cyano-2-phenylethenyl)benzene(CNDSB), 1,4-di(1-cyano-2-(4-methylphenyl)ethenyl)benzene (MeCNDSB) 1,4-bis(styryl)-2,5-difluorobenzene (2F(c)), 1,4-bis(4-fluorostyryl)-2,5-difluorobenzene (2F(c)2F(t)), 1,4-bis(pentaflourostyryl)benzene (10F(t)), and 1,4-bis(pentafluorostyryl)-2,5-difluorobenzene (2F(c)10F(t)). Electrostatic distribution diagrams aid in assessing the likelihood of success in pair formation. Powder diffraction provides a means to determine both positive and negative results for binary phase formation. Four new structures are presented and discussed including (DSB/2F(c)10F(t)), (DMADSB/2F(c)10F(t)), (CNDSB/2F(c)10F(t)), and (MeCNDSB/2F(c)10F(t)). Single-crystal diffraction work confirms that the resulting lattices contain alternating layers of fluorinated and unfluorinated DSB derivatives arranged in a cofacial fashion with multiple H ... F interactions between stacks. Differential scanning calorimetry is reported on (DSB/2F(c)10F(t)), (CNDSB/2F(c)10F(t)), (MeCNDSB/2F(c)10F(t)), and their components.
引用
收藏
页码:2311 / 2318
页数:8
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