title: Trapping Reactive Intermediates by Mechanochemistry: Elusive Aryl N-Thiocarbamoylbenzotriazoles as Bench-Stable Reagents.
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.
authors.affiliation: Department of Chemistry, McGill University, 801 Sherbrooke Street West, Montreal, H3A 0B8 (Canada). tomislav.friscic@mcgill.ca.|Ruđer Bošković Institute, Bijenička cesta 54, 100002 Zagreb (Croatia). tomislav.friscic@mcgill.ca.
authors.forename: Vjekoslav
authors.initials: V
authors.lastname: Štrukil
authors.affiliation: Ruđer Bošković Institute, Bijenička cesta 54, 100002 Zagreb (Croatia).
authors.forename: Davor
authors.initials: D
authors.lastname: Gracin
authors.affiliation: Max Planck Institute for Solid State Research, Heisenbergstrasse 1, 70569 Stuttgart (Germany).|Diamond Light Source Ltd. Harwell Science and Innovation Campus, OX11 0DE Didcot (UK).
authors.forename: Oxana V
authors.initials: OV
authors.lastname: Magdysyuk
authors.affiliation: Max Planck Institute for Solid State Research, Heisenbergstrasse 1, 70569 Stuttgart (Germany).
authors.forename: Robert E
authors.initials: RE
authors.lastname: Dinnebier
authors.affiliation: Department of Chemistry, McGill University, 801 Sherbrooke Street West, Montreal, H3A 0B8 (Canada). vstrukil@irb.hr.
authors.forename: Tomislav
authors.initials: T
authors.lastname: Friščić
mesh_terms: D018360:Crystallography, X-Ray; D007202:Indicators and Reagents / Q000737:chemistry; D017879:Isothiocyanates / Q000737:chemistry*; D008958:Models, Molecular; D013059:Spectrum Analysis, Raman; D013890:Thiourea / Q000737:chemistry; D014230:Triazoles / Q000737:chemistry*
chemical_list: D007202:Indicators and Reagents; D017879:Isothiocyanates; D014230:Triazoles; C037152:isothiocyanic acid; C012771:benzotriazole; D013890:Thiourea
keywords: mechanochemistry; reactive intermediates; thiocarbamoylation; thiourea