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Gas‐Phase Formation of the Gomberg–Bachmann Magnesium Ketyl
Author(s) -
Thum Charlene C. L.,
Khairallah George N.,
O'Hair Richard A. J.
Publication year - 2008
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.200803463
Subject(s) - ketyl , magnesium , chemistry , ligand (biochemistry) , phase (matter) , metal , computational chemistry , photochemistry , organic chemistry , biochemistry , receptor , benzophenone
MgCl 2 . − , synthesized in the gas phase, reacts with ketones to produce the corresponding Gomberg–Bachmann magnesium ketyl radical anion, which further leads to a magnesium enolate through β scission. DFT calculations support the reactions observed and reveal that the singly occupied molecular orbital changes from metal‐based in the reactant to ligand‐based in the product (see picture).