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Probing the Mechanism of the Heck Reaction with Arene Diazonium Salts by Electrospray Mass and Tandem Mass Spectrometry
Author(s) -
Sabino Adão A.,
Machado Angelo H. L.,
Correia Carlos Roque D.,
Eberlin Marcos N.
Publication year - 2004
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.200353076
Subject(s) - chemistry , electrospray ionization , cationic polymerization , ionic bonding , heck reaction , mass spectrometry , tandem mass spectrometry , catalysis , electrospray , photochemistry , palladium , combinatorial chemistry , organic chemistry , ion , chromatography
Key ionic intermediates of the Heck reaction of arene diazonium salts have been intercepted and structurally characterized by ESI‐MS/MS. The use of electrospray ionization enables the ionic species to be transferred smoothly to the gas phase. A catalytic cycle for this reaction involving all the Pd cationic species intercepted has been proposed (see scheme).