Photomodulated chiral induction in helical azobenzene oligomers

被引:49
|
作者
King, Eric D. [1 ]
Tao, Peng [1 ]
Sanan, Toby T. [1 ]
Hadad, Christopher M. [1 ]
Parquette, Jon R. [1 ]
机构
[1] Ohio State Univ, Dept Chem, Columbus, OH 43210 USA
关键词
D O I
10.1021/ol8004722
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Appending L-alanine to the terminal positions of a helical azobenzene oligomer produced a P helical bias, which increased with oligomer length. Irradiation gave rise to E --> Z isomerization of the terminal azo linkages, which displaced the stereogenic center Of L-Ala from the helix backbone and suppressed chiral induction. Theoretical simulations of the CD spectrum of the P helical conformation are in qualitative agreement with the experimental spectra.
引用
收藏
页码:1671 / 1674
页数:4
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