New crown spirobenzopyrans as light- and ion-responsive dual-mode signal transducers

被引:136
作者
Inouye, M
Akamatsu, K
Nakazumi, H
机构
[1] Dept. of Applied Materials Science, Osaka Prefecture University, Sakai
关键词
D O I
10.1021/ja9707668
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new class of crown spirobenzopyrans were designed and synthesized. The crown spirobenzopyrans showed thermally irreversible photochromism only in the presence of alkali-metal cations accompanying cation-selective coloring efficiency. Thus, the new crown spirobenzopyrans could transmit information of two different simultaneous stimuli (ion and photon) to changes in their optical properties. The dual-mode signal transducer molecules developed here can be considered to perform ''AND'' gate type signal transduction based on photochromism of artificial receptors. Molecular recognition abilities and photochromic properties of the new crown spirobenzopyrans were characterized by use of NMR and FAB mass spectroscopies.
引用
收藏
页码:9160 / 9165
页数:6
相关论文
共 48 条
[1]  
AOYAMA Y, 1992, ADV SUPRAMOLECULAR C, V2
[2]  
ATWOOD JL, 1996, COMPREHENSIVE SUPRAM, V10
[3]   FACILE SYNTHESIS OF CARBOXAMIDES BY USING 1-METHYL-2-HALOPYRIDINIUM IODIDES AS COUPLING REAGENTS [J].
BALD, E ;
SAIGO, K ;
MUKAIYAMA, T .
CHEMISTRY LETTERS, 1975, (11) :1163-1166
[4]  
Bertelson R.C., 1971, Photochromism, VIII, P45
[5]   A CHEMICALLY AND ELECTROCHEMICALLY SWITCHABLE MOLECULAR SHUTTLE [J].
BISSELL, RA ;
CORDOVA, E ;
KAIFER, AE ;
STODDART, JF .
NATURE, 1994, 369 (6476) :133-137
[6]   MOLECULAR FLUORESCENT SIGNALING WITH FLUOR SPACER RECEPTOR SYSTEMS - APPROACHES TO SENSING AND SWITCHING DEVICES VIA SUPRAMOLECULAR PHOTOPHYSICS [J].
BISSELL, RA ;
DE SILVA, AP ;
GUNARATNE, HQN ;
LYNCH, PLM ;
MAGUIRE, GEM ;
SANDANAYAKE, KRAS .
CHEMICAL SOCIETY REVIEWS, 1992, 21 (03) :187-195
[7]  
CARTER FL, 1988, MOL ELECTRONIC DEVIC
[8]  
CRANDALL BC, 1992, NANOTECHNOLOGY
[9]  
CZARNIK AW, 1992, FLUORESCENT CHEMOSEN
[10]   A MOLECULAR PHOTOIONIC AND GATE BASED ON FLUORESCENT SIGNALING [J].
DE SILVA, AP ;
GUNARATNE, HQN ;
MCCOY, CP .
NATURE, 1993, 364 (6432) :42-44