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Carbon(sp 3 )Fluorine Bond‐Forming Reductive Elimination from Palladium(IV) Complexes
Author(s) -
Racowski Joy M.,
Gary J. Bran,
Sanford Melanie S.
Publication year - 2012
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201107816
Subject(s) - palladium , chemistry , fluorine , dissociation (chemistry) , pyridine , reductive elimination , selectivity , fluoride , coupling reaction , medicinal chemistry , inorganic chemistry , catalysis , organic chemistry
Pd IV –fluoride complexes , some of which are remarkably insensitive to water, have been synthesized and used in the title reaction, which proceeds with high selectivity to give the product of the C(sp 3 )F coupling (see scheme, TfO=trifluoromethanesulfonate). Preliminary mechanistic studies implicate a pathway involving dissociation of pyridine followed by direct CF coupling at the Pd center.