Issue 11, 2002
From the journal:

Chemical Communications

The fluorine gauche effect. Langmuir isotherms report the relative conformational stability of (±)-erythro- and (±)-threo-9,10-difluorostearic acids†

Mustafa Tavasli,a   David O’Hagan,*a   Christopher Pearsonb  and  Michael C. Pettyb  

* Corresponding authors

a School of Chemistry, University of St Andrews, Centre for Biomolecular Sciences, Haugh, North St Andrews, Fife, UK
E-mail: do1@st-and.ac.uk
Fax: +44(0)1334 463808

b University of Durham, School of Engineering, Science Laboratories, South Road, Durham, UK

Abstract

(±)-Erythro- and (±)-threo- 9,10-difluorostearic acids, which differ only by a stereogenic interconversion of a single C–F bond, have significantly different conformational stabilities.

Graphical abstract: The fluorine gauche effect. Langmuir isotherms report the relative conformational stability of (±)-erythro- and (±)-threo-9,10-difluorostearic acids

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Article information

DOI
https://doi.org/10.1039/B202891C
Article type
Communication
Submitted
21 Mar 2002
Accepted
22 Apr 2002
First published
07 May 2002

Chem. Commun., 2002, 1226-1227

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The fluorine gauche effect. Langmuir isotherms report the relative conformational stability of (±)-erythro- and (±)-threo-9,10-difluorostearic acids

M. Tavasli, D. O’Hagan, C. Pearson and M. C. Petty, Chem. Commun., 2002, 1226 DOI: 10.1039/B202891C

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