Probing the Mechanism of the Heck Reaction with Arene Diazonium Salts by Electrospray Mass and Tandem Mass Spectrometry

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...

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Published inAngewandte Chemie International Edition Vol. 43; no. 19; pp. 2514 - 2518
Main Authors Sabino, Adão A., Machado, Angelo H. L., Correia, Carlos Roque D., Eberlin, Marcos N.
Format Journal Article
LanguageEnglish
Published Weinheim WILEY-VCH Verlag 03.05.2004
WILEY‐VCH Verlag
Subjects
Heck reaction
homogeneous catalysis
mass spectrometry
reaction mechanisms
reactive intermediates
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Summary: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).
Bibliography:istex:CD9DAEDD07054B2200F7ECB7DC707BF3E139E404
ark:/67375/WNG-P3DRC0RX-M
ArticleID:ANIE200353076
We thank the State of São Paulo Research Foundation (FAPESP) and the Brazilian National Research Council (CNPq) for financial support.
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ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200353076