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Poly( p ‐phenylene ethynylene)s with Facially Amphiphilic Pendant Groups: Solvatochromism and Supramolecular Assemblies
Author(s) -
Li Yan,
Li Guangtao,
Wang Xinyan,
Lin Changxu,
Zhang Yihe,
Ju Yong
Publication year - 2008
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200800986
Subject(s) - solvatochromism , supramolecular chemistry , amphiphile , sonogashira coupling , cholic acid , conjugated system , deoxycholic acid , phenylene , biocompatibility , self assembly , polymer chemistry , chemistry , materials science , copolymer , solvent , nanotechnology , organic chemistry , bile acid , molecule , polymer , catalysis , palladium , biochemistry
Novel functionalized poly( p ‐phenylene ethynylene)s (PPEs) bearing facially amphiphilic cholic and deoxycholic acid units are synthesized by a Pd‐catalyzed Sonogashira cross‐coupling reaction. Some interesting properties, particularly their optical and self‐assembly characteristics, are unraveled. The PPEs that carry bile acid substituents exhibit remarkable solvatochromism in a wide range of solvent systems, and judicious choice of the solvents can adjust the size and morphology of the formed nanoscale supramolecular aggregates. The incorporation of these naturally occurring building blocks can also impart biocompatibility to the conjugated system and stimulate the growth of living cells.