Issue 43, 2010
From the journal:

Chemical Communications

Diols and anions can control the formation of an exciplex between a pyridinium boronic acid with an aryl group connected via a propylene linker†

Yan-Jun Huang,ab   Yun-Bao Jiang,b   Steven D. Bull,a   John S. Fossey*c  and  Tony D. James*a  

* Corresponding authors

a Department of Chemistry, University of Bath, Claverton Down, Bath, UK
E-mail: t.d.james@bath.ac.uk

b Department of Chemistry, College of Chemistry and Chemical Engineering, and the MOE Key Laboratory of Analytical Sciences, Xiamen University, Xiamen 361005, China

c School of Chemistry, University of Birmingham, Edgbaston, Birmingham, West Midlands, UK
E-mail: j.s.fossey@bham.ac.uk

Abstract

The exciplex formation between a pyridinium boronic acid and phenyl group connected via a propylene linker can be monitored using fluorescence. Addition of pinacol affords a cyclic boronate ester with enhanced Lewis acidity that increases the strength of its cation–π stacking interaction causing a four-fold fluorescence enhancement.

Graphical abstract: Diols and anions can control the formation of an exciplex between a pyridinium boronic acid with an aryl group connected via a propylene linker

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Article information

DOI
https://doi.org/10.1039/C0CC03099F
Article type
Communication
Submitted
06 Aug 2010
Accepted
03 Sep 2010
First published
05 Oct 2010

Chem. Commun., 2010,46, 8180-8182

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Diols and anions can control the formation of an exciplex between a pyridinium boronic acid with an aryl group connected via a propylene linker

Y. Huang, Y. Jiang, S. D. Bull, J. S. Fossey and T. D. James, Chem. Commun., 2010, 46, 8180 DOI: 10.1039/C0CC03099F

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