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α ‐Iodoalkyl–Iodine–Ate Complexes as Observable Intermediates in the Iodine– Magnesium Exchange Reaction
Author(s) -
Schulze Volker,
Brönstrup Mark,
Böhm Volker P. W.,
Schwerdtfeger Peter,
Schimeczek Michael,
Hoffmann Reinhard W.
Publication year - 1998
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/(sici)1521-3773(19980403)37:6<824::aid-anie824>3.0.co;2-6
Subject(s) - iodine , halogen , magnesium , chemistry , metal , inorganic chemistry , organic chemistry , alkyl
An intermediate with a half‐life of 30 minutes has been observed in the iodine–magnesium exchange reaction of 1,1‐diiodoalkanes in THF at −78°C. This intermediate is likely the ate complex 1 . Its characteristic chemistry calls for a mechanistic reconsideration of several features of the halogen–metal exchange reaction.