A Predictive Model for the Decarboxylation of Silver Benzoate Complexes Relevant to Decarboxylative Coupling Reactions

Robert A. Crovak, Jessica M. Hoover

Research output: Contribution to journalArticlepeer-review

26 Scopus citations

Abstract

Decarboxylative coupling reactions offer an attractive route to generate functionalized arenes from simple and readily available carboxylic acid coupling partners, yet they are underutilized due to limitations in the scope of carboxylic acid coupling partner. Here we report that the field effect parameter (F) has a substantial influence on the rate of decarboxylation of well-defined silver benzoate complexes. This finding provides the opportunity to surpass current substrate limitations associated with decarboxylation and to enable widespread utilization of decarboxylative coupling reactions.

Original languageEnglish (US)
Pages (from-to)2434-2437
Number of pages4
JournalJournal of the American Chemical Society
Volume140
Issue number7
DOIs
StatePublished - Feb 21 2018
Externally publishedYes

Bibliographical note

Funding Information:
We are grateful to West Virginia University and the NSF (CHE-1453879) for financial support of this work. NMR spectroscopy facilities were supported in part by the NSF (CHE-1228336).

Publisher Copyright:
© 2018 American Chemical Society.

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