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Fluorine Conformational Effects in Organocatalysis: An Emerging Strategy for Molecular Design

✍ Scribed by Dr. Lucie E. Zimmer; Christof Sparr; Prof. Dr. Ryan Gilmour

Publisher
John Wiley and Sons
Year
2011
Tongue
English
Weight
832 KB
Volume
50
Category
Article
ISSN
0044-8249

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✦ Synopsis

Abstract

Molecular design strategies that profit from the intrinsic stereoelectronic and electrostatic effects of fluorinated organic molecules have mainly been restricted to bio‐organic chemistry. Indeed, many fluorine conformational effects remain academic curiosities with no immediate application. However, the renaissance of organocatalysis offers the possibility to exploit many of these well‐described phenomena for molecular preorganization. In this minireview, we highlight examples of catalyst refinement by introduction of an aliphatic CF bond which functions as a chemically inert steering group for conformational control.

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