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Bond Activation with an Apparently Benign Ethynyl Dithiocarbamate ArCCSC(S)NR 2
Author(s) -
Ung Gaël,
Frey Guido D.,
Schoeller Wolfgang W.,
Bertrand Guy
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.201104303
Subject(s) - dithiocarbamate , chemistry , electrophile , nucleophile , triple bond , carbene , molecule , carbon fibers , cleave , substrate (aquarium) , bond cleavage , stereochemistry , medicinal chemistry , combinatorial chemistry , organic chemistry , double bond , catalysis , computer science , composite number , enzyme , oceanography , algorithm , geology
The hedgehog molecule : A simple ethynyl dithiocarbamate [ArCCSC(S)NR 2 ] is able to cleave a broad range of enthalpically strong σ bonds and to activate carbon dioxide and elemental sulfur (see picture). Depending on the substrate, the bond activation process involves either the existence of an equilibrium with the nonobservable mesoionic carbene isomer or the cooperation of the nucleophilic carbon–carbon triple bond and the electrophilic CS carbon atom.