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Conversion of Carbon–Fluorine Bonds α to Transition Metal Centers to Carbon–Hydrogen, Carbon–Carbon, and Carbon–Heteroatom Bonds
Author(s) -
Hughes Russell P.
Publication year - 2009
Publication title -
european journal of inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 1434-1948
DOI - 10.1002/ejic.200900816
Subject(s) - chemistry , carbon fibers , heteroatom , nucleophile , iridium , fluorine , diastereomer , hydrogen bond , hydrogen , inorganic chemistry , organic chemistry , photochemistry , catalysis , molecule , ring (chemistry) , materials science , composite number , composite material
Pseudo‐tetrahedral primary fluoroalkyl complexes of iridium provide a template on which to study the stereoselectivity of carbon–fluorine bond activation α to iridium by external protic acids. Coupled with migration of internal nucleophiles, this reaction leads to diastereoselective formation of new carbon–oxygen, carbon–sulfur, carbon–hydrogen, and carbon–carbon bonds. Stereochemical studies of the conformational properties of starting fluoroalkyl complexes and relativestereocenter configurations for diastereomeric products, together with kinetic studies of reactions in different solvents, allow a self‐consistent mechanism for these reactions to be established. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)