J. Am. Chem. Soc., 128 (39), 12879 -12885, 2006. 10.1021/ja063302v S0002-7863(06)03302-6
Web Release Date: September 13, 2006

Copyright © 2006 American Chemical Society

Luminescent Triarylborane-Functionalized Polystyrene: Synthesis, Photophysical Characterization, and Anion-Binding Studies

Kshitij Parab, Krishnan Venkatasubbaiah, and Frieder Jäkle*

Contribution from the Department of Chemistry, Rutgers University-Newark, 73 Warren Street, Newark, New Jersey 07102

fjaekle@rutgers.edu

Received May 11, 2006

Abstract:

A new class of highly fluorescent triarylborane polymers has been prepared from trimethylsilyl-substituted polystyrene via a modular approach that involves selective polymer modification reactions with organometallic reagents. The photophysical properties, environmental stability, and the Lewis acidity of the boron sites have been tailored through modifications in the substitution pattern on boron. The photophysical properties are indicative of electronic communication between the chromophores attached to polystyrene, which has been exploited for the efficient probing of fluoride and cyanide in the micromolar concentration range.


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