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The C-F bond as a conformational tool in organic and biological chemistry.


ABSTRACT: Organofluorine compounds are widely used in many different applications, ranging from pharmaceuticals and agrochemicals to advanced materials and polymers. It has been recognised for many years that fluorine substitution can confer useful molecular properties such as enhanced stability and hydrophobicity. Another impact of fluorine substitution is to influence the conformations of organic molecules. The stereoselective introduction of fluorine atoms can therefore be exploited as a conformational tool for the synthesis of shape-controlled functional molecules. This review will begin by describing some general aspects of the C-F bond and the various conformational effects associated with C-F bonds (i.e. dipole-dipole interactions, charge-dipole interactions and hyperconjugation). Examples of

SUBMITTER: Hunter L 

PROVIDER: S-EPMC2874311 | biostudies-literature | 2010 Apr

REPOSITORIES: biostudies-literature