SYNTHESIS AND ABSORPTION/EMISSION SPECTROSCOPIC PROPERTIES OF BIS(PHENYLETHYNYL)BENZENES AND 9,10-BIS(PHENYLETHYNYL)ANTHRACENES

被引：45

作者：

NAKATSUJI, S ^{[1
]}

MATSUDA, K ^{[1
]}

UESUGI, Y ^{[1
]}

NAKASHIMA, K ^{[1
]}

AKIYAMA, S ^{[1
]}

FABIAN, W ^{[1
]}

机构：

[1] GRAZ UNIV,INST ORGAN CHEM,A-8010 GRAZ,AUSTRIA

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1992年 / 07期

关键词：

D O I：

10.1039/p19920000755

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of bis(phenylethynyl)benzenes 3 and 9,10-bis(phenylethynyl)anthracenes 4 was synthesized by bromination-dehydrobromination reaction or newly developed direct C = C triple bond formation reaction from styrylstilbenes 1 or distyrylanthracenes 2. Subsequently systematic investigations were carried out on their absorption and fluorescence spectra, and their chemiluminescence properties. The following points are apparent; (a) a linear relationship between nuBAR and Hammett's sigma(p) of compounds 3 and 4 was observed, (b) a significant relationship between the Stokes' shift of 4 and sigma(p) was observed and (c) in the series of compounds 4 the electron-donating ability of the substituents has a pronounced effect on the chemiluminescence properties.

引用

页码：755 / 758

页数：4

共 17 条

[1]

AKIYAMA S, 1991, J CHEM SOC CHEM COMM, P984

[2]

DREFAHL G, 1958, CHEM BER, V94, P1051

[3] ON THE APPLICATION OF THEORETICAL METHODS FOR THE PREDICTION OF FLUORESCENCE MAXIMA OF ORGANIC-DYES [J].