Issue 47, 2010
From the journal:

Dalton Transactions

CH-Anion versus anion-π interactions in the crystal and in solution of pentafluorobenzyl phosphonium salts†

Michael Müller,a   Markus Albrecht,*a   Johannes Sackmann,a   Andreas Hoffmann,a   Fiete Dierkes,a   Arto Valkonenb  and  Kari Rissanenb  

* Corresponding authors

a Institut für Organische Chemie, RWTH Aachen, Landoltweg 1, Aachen, Germany
E-mail: markus.albrecht@oc.rwth-aachen.de
Fax: +49 241 809 2385
Tel: +49 241 809 4678

b Department of Chemistry, Nanoscience Center, University of Jyväskylä, Survontie 9, Jyväskylä, Finland
E-mail: kari.t.rissanen@jyu.fi
Fax: +358 14 260 2672
Tel: +358 50 562 3721

Abstract

A series of phosphonium salts with pentafluorobenzyl substituents have been synthesized and were investigated in the crystal as well as in solution. The solid state structures of 1a, 1b and 2d reveal the presence of anion-π as well as CH-anion interactions. The two attractive, yet competitive forces seem to act in concert and a directing effect of the CH interaction on the relative position between anion and π-system is observed. The search for anion-π interactions in solution failed. Only CH-anion interactions proved to be important in solution.

Graphical abstract: CH-Anion versus anion-π interactions in the crystal and in solution of pentafluorobenzyl phosphonium salts

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Article information

DOI
https://doi.org/10.1039/C0DT00766H
Article type
Paper
Submitted
01 Jul 2010
Accepted
23 Sep 2010
First published
27 Oct 2010

Dalton Trans., 2010,39, 11329-11334

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CH-Anion versus anion-π interactions in the crystal and in solution of pentafluorobenzyl phosphonium salts

M. Müller, M. Albrecht, J. Sackmann, A. Hoffmann, F. Dierkes, A. Valkonen and K. Rissanen, Dalton Trans., 2010, 39, 11329 DOI: 10.1039/C0DT00766H

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