Issue 2, 2008
From the journal:

CrystEngComm

Hydrogen transfer in pentachlorophenol – dimethylpyridine complexes†

Marc Schmidtmanna  and  Chick C. Wilson*a  

* Corresponding authors

a Department of Chemistry and WestCHEM Research School, University of Glasgow, Glasgow, UK
E-mail: c.c.wilson@chem.gla.ac.uk
Fax: +44 141 330 8775
Tel: +44 141 330 8522

Abstract

Co-crystallisation of pentachlorophenol (PCP) with the series of dimethylpyridines (lutidines) results in the formation of molecular complexes that show strong hydrogen bonding in the solid state, as anticipated. Competition for the hydrogen atom in these strong hydrogen bonds (HBs) by the pKa-matched molecules leads to a variable degree of hydrogen transfer from PCP towards the lutidine, dependent on the ΔpKa value in a particular complex. The influence of weak C–H⋯O HBs in the vicinity of the strong O⋯H⋯N HB on this hydrogen transfer is discussed.

Graphical abstract: Hydrogen transfer in pentachlorophenol – dimethylpyridine complexes

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Article information

DOI
https://doi.org/10.1039/B709110A
Article type
Paper
Submitted
15 Jun 2007
Accepted
23 Aug 2007
First published
07 Sep 2007

CrystEngComm, 2008,10, 177-183

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Hydrogen transfer in pentachlorophenol – dimethylpyridine complexes

M. Schmidtmann and C. C. Wilson, CrystEngComm, 2008, 10, 177 DOI: 10.1039/B709110A

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