ALKALI-METAL CATION RECOGNITION INDUCED ISOMERIZATION OF SPIROBENZOPYRANS AND SPIRONAPHTHOXAZINS POSSESSING A CROWN RING AS A RECOGNITION SITE - MULTIFUNCTIONAL ARTIFICIAL RECEPTORS

被引：87

作者：

INOUYE, M

UENO, M

TSUCHIYA, K

NAKAYAMA, N

KONISHI, T

KITAO, T

机构：

[1] Department of Applied Chemistry, University of Osaka Prefecture, Sakai

[2] Dainippon Ink & Chemicals Inc., Osaka

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1992年 / 57卷 / 20期

关键词：

D O I：

10.1021/jo00046a019

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Spirobenzopyrans and spironaphthoxazins possessing a monoaza-crown ring were synthesized. Isomerization of these compounds to the open colored merocyanines was induced by recognition of alkali-metal cations and the selectivity of the coloration was found to be governed by several factors: (1) the size of the crown ring, (2) the position of recognition, (3) electric properties of both the complexed cations and the merocyanine dipoles, and (4) the length of the alkyl chains connecting the spirobenzopyran units and the crown units. The spirobenzopyrans represent rationally designed multifunctional artificial receptors for alkali-metal cations.

引用

页码：5377 / 5383

页数：7

共 28 条

[1] CHELATION-ENHANCED FLUORESCENCE OF ANTHRYLAZAMACROCYCLE CONJUGATE PROBES IN AQUEOUS-SOLUTION
AKKAYA, EU
HUSTON, ME
CZARNIK, AW
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (09) : 3590 - 3593
[2] THE STRUCTURE OF OPEN MEROCYANINE FORMS OF PHOTOCHROMIC INDOLINE SPIROPYRANS AND THE MECHANISM OF THEIR STRUCTURAL CONVERSIONS
ALDOSHIN, SM
ATOVMYAN, LO
[J]. MOLECULAR CRYSTALS AND LIQUID CRYSTALS, 1987, 149 : 251 - 290
[3] ALDOSHIN SM, 1981, IAN SSSR KH, P2720
[4] PHOTOCHROMIC SPIROPYRANS .1. THE EFFECT OF SUBSTITUENTS ON THE RATE OF RING CLOSURE
BERMAN, E
FOX, RE
THOMSON, FD
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1959, 81 (21) : 5605 - 5608
[5] Bertelson R.C., 1971, PHOTOCHROMISM
[6] PHOTOMODULATION OF POLYPEPTIDE CONFORMATION BY SUNLIGHT IN SPIROPYRAN-CONTAINING POLY(L-GLUTAMIC ACID)
CIARDELLI, F
FABBRI, D
PIERONI, O
FISSI, A
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (09) : 3470 - 3472
[7] FLUORESCENT PET (PHOTOINDUCED ELECTRON-TRANSFER) SENSORS SELECTIVE FOR SUBMICROMOLAR CALCIUM WITH QUANTITATIVELY PREDICTABLE SPECTRAL AND ION-BINDING PROPERTIES
DE SILVA, AP
GUNARATNE, HQN
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (02) : 186 - 188
[8] SYNTHESIS AND FLUORESCENCE EMISSION PROPERTIES OF A BIS-ANTHRACENYL MACROTRICYCLIC DITOPIC RECEPTOR - CRYSTAL-STRUCTURE OF ITS DINUCLEAR RUBIDIUM CRYPTATE
FAGES, F
DESVERGNE, JP
BOUASLAURENT, H
LEHN, JM
KONOPELSKI, JP
MARSAU, P
BARRANS, Y
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1990, (08) : 655 - 658
[9] ANTHRACENO-CRYPTANDS - A NEW CLASS OF CATION-COMPLEXING MACROBICYCLIC FLUOROPHORES
FAGES, F
DESVERGNE, JP
BOUASLAURENT, H
MARSAU, P
LEHN, JM
KOTZYBAHIBERT, F
ALBRECHTGARY, AM
ALJOUBBEH, M
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (23) : 8672 - 8680
[10] PHOTO- AND THERMOCHROMIC TRANSIENTS FROM SUBSTITUTED 1',3',3'-TRIMETHYLINDOLINOBENZOSPIROPYRANS
FLANNERY, JB
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (21) : 5660 - &

← 1 2 3 →