Fluorenylidene-Pyrroline Biomimetic Light-Driven Molecular Switches

被引:30
|
作者
Rivado-Casas, Laura [1 ]
Sampedro, Diego [1 ]
Campos, Pedro J. [1 ]
Fusi, Stefania [3 ]
Zanirato, Vinicio [2 ]
Olivucci, Massimo [3 ,4 ]
机构
[1] Univ La Rioja, Dept Quim, Grp Sintesis Quim Rioja, Unidad Asociada CSIC, Logrono 26006, Spain
[2] Univ Ferrara, Dipartimento Sci Farmaceut, I-44100 Ferrara, Italy
[3] Univ Siena, Dipartimento Chim, I-53100 Siena, Italy
[4] Bowling Green State Univ, Dept Chem, Bowling Green, OH 43403 USA
来源
JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 74卷 / 13期
关键词
PHOTORESPONSIVE CROWN-ETHERS; CONFORMATIONAL STATES; PHOTOMODULATION; AZOBENZENE; RHODOPSIN; PEPTIDES; ROTATION; MOTION;
D O I
10.1021/jo802792j
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new family of biomimetic photoactivated molecular switches based in the retinal chromophore is described. Expedient synthesis allows a library of compounds with a different substitution pattern, including chiral substituents, to be obtained. The effect of substitution, solvent, and light source on the photoisomerization step has been assessed. The absorption maximum has been red-shifted ca. 50 nm with respect to related systems and rotation is now easily achieved by using visible light.
引用
收藏
页码:4666 / 4674
页数:9
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