Synthesis and spectroscopic study of diphenylamino-substituted phenylene-(poly)ethynylenes: remarkable effect of acetylenic conjugation modes

被引：28

作者：

Fang, Jing-Kun ^{[1
,3
]}

An, De-Lie ^{[1
]}

Wakamatsu, Kan ^{[2
]}

Ishikawa, Takeharu ^{[2
]}

Iwanaga, Tetsuo ^{[2
]}

Toyota, Shinji ^{[2
]}

Matsuo, Daisuke ^{[3
]}

Orita, Akihiro ^{[3
]}

Otera, Junzo ^{[3
]}

机构：

[1] Hunan Univ, Coll Chem & Chem Engn, Dept Chem, Changsha 410082, Peoples R China

[2] Okayama Univ Sci, Dept Chem, Okayama 7000005, Japan

[3] Okayama Univ Sci, Dept Appl Chem, Okayama 7000005, Japan

来源：

TETRAHEDRON LETTERS | 2010年 / 51卷 / 06期

关键词：

DOUBLE ELIMINATION PROTOCOL; CONVENIENT SYNTHESIS; ACCESS; PHOTOLUMINESCENCE; SULFONES; STATE;

D O I：

10.1016/j.tetlet.2009.12.023

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of diphenylamino-substituted phenylene-(poly)ethynylenes were successfully synthesized by a combination of Sonogashira coupling and double elimination protocol of p-substituted sulfones. When UV-light was irradiated, the amino-substituted phenylene-(poly)ethynylene emitted strong luminescence. The emission underwent a large bathochromic shift in polar solvent because of stabilization of their charge-separated excited states. Analyses of fluorescence life times of aminoacetylenes revealed that radiationless process was suppressed in the polar solvent CH2Cl2, resulting in high quantum yields. (C) 2009 Elsevier Ltd. All rights reserved.

引用

页码：917 / 920

页数：4

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