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An Unusually Fast Nucleophilic Aromatic Displacement Reaction: The Gas‐Phase Reaction of Fluoride Ions with Nitrobenzene
Author(s) -
Giroldo Tatiana,
Xavier Luciano A.,
Riveros José M.
Publication year - 2004
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.200454230
Subject(s) - nitrobenzene , fluoride , nucleophile , chemistry , ion , reaction rate constant , single displacement reaction , gas phase , photochemistry , reaction rate , plane (geometry) , phase (matter) , carbocation , inorganic chemistry , organic chemistry , physics , catalysis , kinetics , quantum mechanics , geometry , mathematics
Quick reactions : The gas‐phase nucleophilic displacement reaction of fluoride ions with nitrobenzene proceeds with a rate constant close to the collision limit. The calculated energy profile indicates that the reaction proceeds by an out‐of‐plane attack, with the Meisenheimer complex being the local transition state for the reaction (see picture).