Novel azacrown ether-containing spiro[indoline-2,3′-naphthoxazines]:: design, synthesis and cation-dependent photochromism

被引:40
作者
Fedorova, OA
Gromov, SP
Pershina, YV
Sergeev, SS
Strokach, YP
Barachevsky, VA
Alfimov, MV
Pèpe, G
Samat, A
Guglielmetti, R
机构
[1] Univ Aix Marseille 2, Fac Sci Luminy, CNRS, ESA 6114, F-13288 Marseille 9, France
[2] Russian Acad Sci, Photochem Ctr, Moscow 117421, Russia
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | 2000年 / 03期
关键词
D O I
10.1039/a905671h
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Novel spironaphthoxazine compounds with an aza-15-crown-5 ether fragment at position 5' or 9' of the naphthalene ring were synthesised. Spectrokinetic measurements showed the occurrence of two competing formation processes for complexation with alkaline earth or rare earth metal cations. A comparative study of the prepared compounds demonstrated the role of molecular design and the metal cation nature in the cation-dependent photoinduced transformation of spiro[indoline-naphthoxazines].
引用
收藏
页码:563 / 570
页数:8
相关论文
共 22 条
[1]  
Alfimov M., 1999, Applied Fluorescence in Chemistry, Biology and Medicine, P161
[2]  
[Anonymous], CATION BINDING MACRO
[3]   SYNTHESIS, CHARACTERIZATION, AND X-RAY STRUCTURE OF 1,2-BIS-CROWN-5-CALIX[4]ARENE - MODELING OF METAL COMPLEXATION [J].
ASFARI, Z ;
ASTIER, JP ;
BRESSOT, C ;
ESTIENNE, J ;
PEPE, G ;
VICENS, J .
JOURNAL OF INCLUSION PHENOMENA AND MOLECULAR RECOGNITION IN CHEMISTRY, 1994, 19 (1-4) :291-300
[4]  
Balzani V., 1996, COMPR SUPRAMOL CHEM, V10, P687
[5]  
BIBOUT MEM, 1994, MOL CRYST LIQ CRYST, V246, P177
[6]   Signaling recognition events with fluorescent sensors and switches [J].
de Silva, AP ;
Gunaratne, HQN ;
Gunnlaugsson, T ;
Huxley, AJM ;
McCoy, CP ;
Rademacher, JT ;
Rice, TE .
CHEMICAL REVIEWS, 1997, 97 (05) :1515-1566
[7]  
DITLOV NM, 1988, METAL COMPLEXES COMP
[8]  
Durr H., 1990, PHOTOCHROMISM MOL SY
[9]   ESTER SIDE-ARM PARTICIPATION IN A CRYSTALLINE LARIAT ETHER-SODIUM BROMIDE COMPLEX [J].
FRONCZEK, FR ;
GATTO, VJ ;
MINGANTI, C ;
SCHULTZ, RA ;
GANDOUR, RD ;
GOKEL, GW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (23) :7244-7245
[10]   ALKALI-METAL RECOGNITION INDUCED ISOMERIZATION OF SPIROPYRANS [J].
INOUYE, M ;
UENO, M ;
KITAO, T ;
TSUCHIYA, K .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (24) :8977-8979