Experimental and theoretical studies on the oxidative addition of palladium(0) to β-chlorovinamidinium salts

Ian W. Davies, Jimmy Wu, Jean François Marcoux, Mark Taylor, David Hughes, Paul J. Reider, Robert J. Deeth

Research output: Contribution to journalArticle

9 Scopus citations

Abstract

Boronic acids, esters and borinic anhydrides are partners in Suzuki-Miyaura cross-coupling reactions with a variety of β-chlorovinamidinium salts to give the desired β-arylvinamidinium salts in up to 88% yield. Reduction is a competing reaction pathway. DFT calculations on the intermediate palladium complex reveal that the Pd-C interaction is predominantly of σ-symmetry and the metal based LUMO is mainly dz2 in character.

Original languageEnglish (US)
Pages (from-to)5061-5066
Number of pages6
JournalTetrahedron
Volume57
Issue number24
DOIs
StatePublished - Jun 11 2001
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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