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Trapping Reactive Intermediates by Mechanochemistry: Elusive Aryl N-Thiocarbamoylbenzotriazoles as Bench-Stable Reagents
DOI:
10.1002/anie.201502026
PMID:
26068712
Authors:
Vjekoslav
Štrukil
(McGill University)
,
Davor
Gracin
(Ruđer Bošković Institute)
,
Oxana
Magdysyuk
(Diamond Light Source)
,
Robert
Dinnebier
(Max Planck Institute for Solid State Research, Stuttgart)
,
Tomislav
Friscic
(McGill University)
Co-authored by industrial partner:
No
Type:
Journal Paper
Journal:
Angewandte Chemie International Edition
, VOL 54 (29)
, PAGES 8440 - 8443
State:
Published (Approved)
Published:
July 2015
Abstract: Monitoring of mechanochemical thiocarbamoylation by in situ Raman spectroscopy revealed the formation of aryl N-thiocarbamoylbenzotriazoles, reactive intermediates deemed unisolable in solution. The first-time isolation and structural characterization of these elusive molecules demonstrates the ability of mechanochemistry to access otherwise unobtainable intermediates and offers a new range of masked isothiocyanate reagents.
Journal Keywords: Mechanochemistry; reactive intermediates; thiocarbamoylation; thiourea
Subject Areas:
Chemistry
Facility: Canadian Light Source