A Tutorial on Selectivity Determination in C(sp2)a 'H Oxidative Addition of Arenes by Transition Metal Complexes

Tyler P. Pabst, Paul J. Chirik

Research output: Contribution to journalArticlepeer-review

Abstract

A Tutorial on factors that determine the selectivity in C(sp2)-H activation and functionalization reactions involving two-electron oxidative addition processes with transition metals is presented. The interplay of the thermodynamics of C(sp2)-H oxidative addition and kinetic influences upon regioselectivity are presented alongside pedagogically valuable experimental and computational results from the literature. Mechanisms and energetics of chelate-assisted C(sp2)-H oxidative addition are examined, as are concepts related to chemoselectivity in the oxidative addition of C(sp2)-H or C(sp2)-X (X = F, Cl, Br, I) bonds with aryl halide substrates.

Original languageEnglish (US)
Pages (from-to)813-831
Number of pages19
JournalOrganometallics
Volume40
Issue number7
DOIs
StatePublished - Apr 12 2021

All Science Journal Classification (ASJC) codes

  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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