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The First Efficient Iodination of Unactivated Aliphatic Hydrocarbons
Author(s) -
Schreiner Peter R.,
Lauenstein Oliver,
Butova Ekaterina D.,
Fokin Andrey A.
Publication year - 1999
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(19990917)38:18<2786::aid-anie2786>3.0.co;2-0
Subject(s) - halogenation , regioselectivity , chemistry , combinatorial chemistry , organic chemistry , transformation (genetics) , catalysis , biochemistry , gene
No heavy metals, no enzymes, and a simple protocol : the direct iodination of aliphatic hydrocarbons, which has not been possible to date, can now be carried out in multiphase systems [see for example Eq. (1)]. In situ generated tetraiodomethane serves as a key intermediate in this selective radical chain reaction initiated by a single electron transfer. This room‐temperature, efficient transformation is highly regioselective, easy to work‐up, and hence widely applicable.