Issue 1, 2010
From the journal:

Chemical Communications

Self-association based on orthogonal C[double bond, length as m-dash]O⋯C[double bond, length as m-dash]O interactions in the solid and liquid state†

Christoph Fäh,a   Leo A. Hardegger,a   Marc-Olivier Ebert,a   W. Bernd Schweizera  and  François Diederich*a  

* Corresponding authors

a Laboratorium für Organische Chemie, ETH Zürich, Hönggerberg, HCI, CH-8093 Zürich, Switzerland
E-mail: diederich@org.chem.ethz.ch
Fax: (+41)-44-632-1109

Abstract

A network of orthogonal C[double bond, length as m-dash]O⋯C[double bond, length as m-dash]O interactions was identified in the X-ray crystal structure of an α,α-difluorocyclopentanone derivative. This finding inspired investigations of self-association driven by these weak dipolar interactions in apolar solvents, which was proven by 1H NMR spectroscopy.

Graphical abstract: Self-association based on orthogonal C [[double bond, length as m-dash]] O⋯C [[double bond, length as m-dash]] O interactions in the solid and liquid state

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Article information

DOI
https://doi.org/10.1039/B912721F
Article type
Communication
Submitted
29 Jun 2009
Accepted
26 Oct 2009
First published
06 Nov 2009

Chem. Commun., 2010,46, 67-69

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Self-association based on orthogonal C[double bond, length as m-dash]O⋯C[double bond, length as m-dash]O interactions in the solid and liquid state

C. Fäh, L. A. Hardegger, M. Ebert, W. B. Schweizer and F. Diederich, Chem. Commun., 2010, 46, 67 DOI: 10.1039/B912721F

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