title: Fluorine conformational effects in organocatalysis: an emerging strategy for molecular design.
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.
authors.affiliation: ETH Zürich, Laboratorium für Organische Chemie, Departement Chemie und Angewandte Biowissenschaften, Wolfgang-Pauli-Str. 10, CH-8093 Zürich, Switzerland.
authors.forename: Lucie E
authors.initials: LE
authors.lastname: Zimmer
authors.forename: Christof
authors.initials: C
authors.lastname: Sparr
authors.forename: Ryan
authors.initials: R
authors.lastname: Gilmour
mesh_terms: D002384:Catalysis; D002625:Chemistry, Organic; D005461:Fluorine / Q000737:chemistry*; D006845:Hydrocarbons, Fluorinated / Q000737:chemistry*; D008968:Molecular Conformation; D013237:Stereoisomerism
chemical_list: D006845:Hydrocarbons, Fluorinated; D005461:Fluorine