Synthesis and Characterization of Photoactive Methyl 4-Bromo-3-((2,6-Difluorophenyl)diazenyl) Benzoate

被引:0
|
作者
Sylvester, Eric D. [1 ]
Benedict, Jason B. [2 ]
机构
[1] 730 Nat Sci Complex, Buffalo, NY 14260 USA
[2] 771 Nat Sci Complex, Buffalo, NY 14260 USA
基金
美国国家科学基金会;
关键词
Crystal structure; Photochrome; Ortho-fluoroazobenzene; Azobenzene; Twisted-confirmation; SELF-ASSEMBLED MONOLAYERS; AZOBENZENES; HALOGEN; ISOMERIZATION; PHOTOSWITCHES;
D O I
10.1007/s10870-021-00881-6
中图分类号
O7 [晶体学];
学科分类号
0702 ; 070205 ; 0703 ; 080501 ;
摘要
The synthesis and structure of a novel ortho-fluoroazobenzene, methyl 4-bromo-3-((2,6-difluorophenyl)diazenyl) benzoate is described. The title molecule crystallizes in the centrocemetric space group P-1 with two rotomer molecules of the title compound in the asymmetric unit. The position of ortho-fluoro azo rings differ between the two rotomers with one molecule having a rotation angle of 4.4 degrees and the other molecule having a rotation angle of 76.9 degrees with respect to the methyl 4-bromobenzoate. Due to the tight packing the pure molecule was not seen to be photoactive. However, in solution the absorption bands in the visible region show a separation of about 20 nm as expected for o-fluoroazobenzene. A comparison to related and previously published co-crystals of substituted azobenzenes are presented.
引用
收藏
页码:582 / 590
页数:9
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