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Microhydration Effects on the Intermediates of the S N 2 Reaction of Iodide Anion with Methyl Iodide
Author(s) -
Doi Keisuke,
Togano Eijiro,
Xantheas Sotiris S.,
Nakanishi Ryuzo,
Nagata Takashi,
Ebata Takayuki,
Inokuchi Yoshiya
Publication year - 2013
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.201207697
Subject(s) - sn2 reaction , chemistry , photodissociation , iodide , methyl iodide , molecule , ion , spectroscopy , photochemistry , reaction intermediate , computational chemistry , inorganic chemistry , medicinal chemistry , catalysis , organic chemistry , physics , quantum mechanics
Water gets in the way : Hydrated I − (CH 3 I) complexes, I − (CH 3 I)(H 2 O) 1–3 , are investigated by IR photodissociation spectroscopy to examine the stable structures of the intermediates of the I − +CH 3 I→ICH 3 +I − S N 2 reaction under hydrated conditions. The structures and the energetics of the complexes suggest that just one or two H 2 O molecules will effectively inhibit this S N 2 reaction.