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Letters in Organic Chemistry

Editor-in-Chief

ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

Anion Binding and Sensing Properties of Bis(3-indolyl)methene Derivatives Based on Proton Transfer Process

Author(s): Litao Wanga, Xiaoming He, Yong Guo, Jian Xu and Shijun Shao

Volume 8 , Issue 1 , 2011

Page: [60 - 65] Pages: 6

DOI: 10.2174/157017811794557796

Price: $65

Abstract

A series of the bis(3-indolyl)methene derivatives were synthesized and their anion binding and sensing properties in CH3CN or mixed CH3CN/H2O solution have been investigated in detail by UV-vis spectroscopic techniques. The deprotonation/protonation of the bis(3-indolyl)methene receptor is responsible for the dramatic color and spectral changes. The introduction of the electron-donating or withdrawing group into different moiety of the bis(3- indolyl)methene skeleton, which tunes the acidity of the H-bond donor moiety or the basicity of the H-bond acceptor moiety, has a positive effect on the selectivity and sensitivity of such “proton-transfer” chemosensors for anions.

Keywords: Anion recognition, bis(3-indolyl)methene, colorimetric chemosensor, hydrogen bond, proton transfer, tunable selectivity and sensitivity


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