Molecules with shape memory based on restricted rotation

被引:30
作者
Choi, DS [1 ]
Chong, YS [1 ]
Whitehead, D [1 ]
Shimizu, KD [1 ]
机构
[1] Univ S Carolina, Dept Chem & Biochem, Columbia, SC 29208 USA
关键词
D O I
10.1021/ol0167098
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] Dilmide 1 and octaimide 2 both adopt two stable conformations at room temperature as a result of restricted rotation about two C-aryl-N-imide single bonds, a compact "folded" and an open "unfolded" structure. Predictable ratios of folded and unfolded rotamers can be achieved by heating in solvents of appropriate polarity as measured by the Reichardt's parameter (E-T30). On cooling to room temperature, the resulting conformational changes are "locked in" as restricted rotation is reestablished.
引用
收藏
页码:3757 / 3760
页数:4
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