Investigation of bicyclic thioketones as triggers for liquid crystal optical switches

被引:7
作者
Bradford, RF [1 ]
Schuster, GB [1 ]
机构
[1] Georgia Inst Technol, Sch Chem & Biochem, Atlanta, GA 30332 USA
关键词
D O I
10.1021/jo0264675
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The axially chiral bicyclic thioketones 11 and 15 were prepared and investigated for suitability as chiroptical triggers in a liquid crystal optical switch. Irradiation of partially resolved 15 with unpolarized light leads to its conversion to the racemic form (photoracemization). However, irradiation of racemic thioketones 11 and 15 with circularly polarized light does not lead to detectable photoresolution. The lack of photoresolution was traced to inefficiency in intramolecular, through-bond triplet energy transfer. These thioketones are not suitable for use as phototriggers.
引用
收藏
页码:1075 / 1080
页数:6
相关论文
共 31 条
[1]  
Anzai N, 2001, CHEM LETT, P888
[2]  
BALL P, 1992, NATURE, V355, P76
[3]  
Bredt J, 1924, LIEBIGS ANN CHEM, V437, P1
[4]  
BURNHAM K, 1999, J AM CHEM SOC, V121, P1
[5]   C2-symmetric dibenzosuberane-based helicenes as potential chirochromic optical switches [J].
Chen, CT ;
Chou, YC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (32) :7662-7672
[6]   100 YEARS LIQUID-CRYSTAL CHEMISTRY [J].
DEMUS, D .
MOLECULAR CRYSTALS AND LIQUID CRYSTALS, 1988, 165 :45-84
[7]  
Friedel G., 1922, ANN PHYS, V18, P273, DOI [10.1051/anphys/192209180273, DOI 10.1051/ANPHYS/192209180273]
[8]   Electron-induced switching of the supramolecular chirality of optically active polythiophene aggregates [J].
Goto, H ;
Yashima, E .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (27) :7943-7949
[9]   Dynamic control and amplification of molecular chirality by circular polarized light [J].
Huck, NPM ;
Jager, WF ;
deLange, B ;
Feringa, BL .
SCIENCE, 1996, 273 (5282) :1686-1688
[10]   Photochemical production of active optical substances. [J].
Kuhn, W ;
Braun, E .
NATURWISSENSCHAFTEN, 1929, 17 :227-228