SYNTHESIS AND SOLVATOCHROMIC BEHAVIOR OF STILBAZOLIUM MEROCYANINE-TYPE DYES HAVING A BENZO[C]QUINOLIZINIUM RING

被引：12

作者：

ARAI, S

ARAI, H

HIDA, M

YAMAGISHI, T

机构：

[1] Department of Industrial Chemistry, Faculty of Engineering, Tokyo Metropolitan University, Hachioji, Tokyo, 192-03

来源：

HETEROCYCLES | 1994年 / 38卷 / 11期

关键词：

D O I：

10.3987/COM-94-6867

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of stilbazolium merocyanine-type dyes, 3-[2-(hydroxy-substituted aryl)vinyl]benzo[c]quinolizinium perchlorates, was synthesized by the aldol-type condensation of 3-methylbenzo[c]quinolizinium perchlorate with hydroxy-substituted benzaldehyde derivatives in 45-85% yields. The deprotonated form of the dyes exhibited the pronounced negative solvatochromism extended almost over the whole visible region. The negative solvatochromic character of the dyes having a benzo[c]quinolizinium ring was more striking than that of the isomeric dyes having a benzo[a]quinolizinium ring.

引用

页码：2449 / 2454

页数：6

共 11 条

[1] [Anonymous], 1987, COLOR CHEM SYNTHESIS
[2] SYNTHESIS OF SOLVATOCHROMIC CYANINE DYES HAVING A BENZO[A]QUINOLIZINIUM RING
ARAI, S
NAGAKURA, K
ISHIKAWA, M
HIDA, M
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1990, (07): : 1915 - 1917
[3] SYNTHESIS AND REACTIONS OF METHYLBENZO[C]QUINOLIZINIUM SALTS
ARAI, S
ARAI, H
TABUCHI, K
YAMAGISHI, T
HIDA, M
[J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1992, 29 (01) : 215 - 220
[4] SOLVATOCHROMISM AND SOLVENT POLARITY SCALES
BUNCEL, E
RAJAGOPAL, S
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 1990, 23 (07) : 226 - 231
[5] DIMROTH K, 1963, LIEBIGS ANN CHEM, V661, P1
[6] FABIAN J, 1980, LIGHT ABSORPTION ORG, P210
[7] MORI A, 1993, HETEROCYCLES, V35, P869
[8] Perrin D. D., 1988, PURIFICATION LAB CHE
[9] SOLVATOCHROMISM, THERMOCHROMISM, PIEZOCHROMISM, HALOCHROMISM, AND CHIRO-SOLVATOCHROMISM OF PYRIDINIUM N-PHENOXIDE BETAINE DYES
REICHARDT, C
[J]. CHEMICAL SOCIETY REVIEWS, 1992, 21 (03) : 147 - 153
[10] Reichardt C., 1988, SOLVENTS SOLVENTS EF

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