Mechanistic insight into ruthenium catalysed: meta -sulfonation of 2-phenylpyridine

Patricia Marcé, Andrew J. Paterson, Mary F. Mahon, Christopher G. Frost

Research output: Contribution to journalArticle

26 Citations (Scopus)

Abstract

The catalytic meta-functionalization of arenes has emerged as an important synthetic methodology in the last decade. We report herein structural and mechanistic studies of the meta-sulfonation of phenylpyridine using ruthenium complexes. Furthermore, we disclose that the catalytically active species does not require the presence of a η6-arene ligand. Furthermore, the novel cycloruthenated phenylpyridine complex tosylated at the para position to the metal has been isolated and fully characterised. Protodemetallation studies suggest that a concerted C-H activation-demetallation process may be involved. Overall, this study provides fundamental insight into the meta-sulfonation phenylpyridine reaction pathway and uncovers new reaction intermediates that will guide the design of new catalytic systems for remote meta-functionalization.

Original languageEnglish
Pages (from-to)7068-7076
Number of pages9
JournalCatalysis Science and Technology
Volume6
Issue number19
DOIs
Publication statusPublished - 7 Oct 2016

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