Synthesis and spectroscopic properties of highly water-soluble perylene derivatives

被引：42
作者：
Alvino, Antonello [1 ]
Franceschin, Marco [1 ]
Cefaro, Chiara [1 ]
Borioni, Silvia [1 ]
Ortaggi, Giancarlo [1 ]
Bianco, Armandodoriano [1 ,2 ]
机构：
[1] Univ Roma La Sapienza, Dipartimento Chim, I-00185 Rome, Italy
[2] Univ Roma La Sapienza, CNR, Ist Chim Biomol, I-00185 Rome, Italy
来源：
TETRAHEDRON | 2007年 / 63卷 / 33期
关键词：
perylene derivatives; water solubility; self-aggregation; absorption spectroscopy;
D O I：
10.1016/j.tet.2007.05.096
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Most known perylene diimides are lipophilic, with few exceptions of hydrophilic derivatives. Even in the latter case, the compounds have limited water solubility and show a strong tendency to self-aggregation. In this paper we present the synthesis of four new perylene derivatives with three and four basic side chains, obtained by functionalizing the bay-area of perylene. These molecules show great solubility in aqueous media as hydrochlorides and their tendency to self-aggregate is remarkably reduced with respect to the previously synthesized two-chained perylene diimides. Their different spectroscopic properties in various solvents and conditions are reported and discussed. (C) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码：7858 / 7865
页数：8
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