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Metal‐Free Conversion of Methane and Cycloalkanes to Amines and Amides by Employing a Borylnitrene
Author(s) -
Bettinger Holger F.,
Filthaus Matthias,
Bornemann Holger,
Oppel Iris M.
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.200705936
Subject(s) - nitrene , intermolecular force , chemistry , methane , combinatorial chemistry , metal , organic chemistry , polymer chemistry , molecule , catalysis
CH insertion : Borylnitrenes, which are generated in situ by photoylsis of azides, convert unactivated alkanes by intermolecular CH insertion into aminoboranes (see scheme), which in turn can be reacted further to give amines or amides. The boryl group serves two purposes: it converts the nitrene into a highly reactive BN vinylidene analogue, and it is easily cleaved from the product.