Catalytic cycle, Heck-Matsuda reaction

This represents the first ESI-MS complete study of Matsuda-Heck arylation with aryldiazonium salts and allowed the authors to propose a detailed catalytic cycle for this reaction, outlined in Scheme 7.11. The main cationic intermediates of this catalytic cycle were detected and structurally characterized directly from the reaction mixture. 

The general catalytic cycle for the Heck-Matsuda reaction using acyclic olefins starts with the oxidative addition of the Pd(0) catalyst A to the aryldiazonium salt and sequential elimination of nitrogen to produce the cationic palladium species C. This intermediate is very electrophilic and it promptly... 

SCHEME 3 General catalytic cycle for the Heck-Matsuda reaction. 

Scheme 3.12 The catalytic cycle proposed by Matsuda and coworkers for the Heck reaction with arene diazonium salts.

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