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Electrospray Ionization Mass Spectrometric Study on the Direct Organocatalytic α‐Halogenation of Aldehydes
Author(s) -
Marquez Cesar A.,
Fabbretti Francesco,
Metzger Jürgen O.
Publication year - 2007
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.200700266
Subject(s) - halogenation , electrospray ionization , chemistry , halide , catalysis , mass spectrometry , catalytic cycle , combinatorial chemistry , organic chemistry , medicinal chemistry , chromatography
Halide effects : A mechanistic study on the L ‐prolineamide‐catalyzed α‐halogenation of butanal 1 by ESI‐MS has enabled the direct detection of the most important intermediates in the catalysis cycle, including the reactive NCl intermediate ( T2 in scheme). In contrast, the reaction with N ‐bromo‐ and N ‐iodosuccinimide occurs by direct C halogenation.