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Halogen‐Bond‐Induced Activation of a Carbon–Heteroatom Bond
Author(s) -
Walter Sebastian M.,
Kniep Florian,
Herdtweck Eberhardt,
Huber Stefan M.
Publication year - 2011
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.201101672
Subject(s) - chemistry , halogen , acetonitrile , heteroatom , halogen bond , bromide , medicinal chemistry , organic chemistry , ring (chemistry) , alkyl
I⋅⋅⋅Br‐idging : Benzhydryl bromide can be activated by novel halogen‐bond donors and subsequently undergoes a Ritter‐like reaction with acetonitrile (see scheme). Comparative experiments with non‐iodinated reference compounds and tests with added acids indicate that halogen bonds are very likely the basis for this effect. The activation seems to be applicable to other substrates as well.