(N-Heterocyclic Carbene)-Palladate Complexes in Anionic Mizoroki-Heck Coupling Cycles: A Combined Experimental and Computational Study

Author(s)

Guest, Daniel ^[1] ; Menezes da Silva, Vitor H. ^[2] ; de Lima Batista, Ana P. ^[2] ; Roe, S. Mark ^[1] ; Braga, Ataualpa A. C. ^[2] ; Navarro, Oscar ^[1]

Affiliation

^[1] Univ Sussex, Dept Chem, Brighton BN1 9QJ, E Sussex - England

^[2] Univ Sao Paulo, Inst Quim, Dept Quim Fundamental, BR-05508000 Sao Paulo - Brazil

• Document type: Journal article
• Source: Organometallics; v. 34, n. 11, p. 2463-2470, JUN 8 2015.
• Web of Science Citations: 35

Abstract

The reaction of complex (SIPr)PdCl2(TEA) (SIPr = 1,3-bis(2,6-diisopropylphenyl)-2-imidazolidinylidene, TEA = triethylamine) with tertbutylammoniun chloride (TBAC) at room temperature affords the new ionic complex {[}TBA] {[}(SIPr)-PdCl3] in quantitative yield. The activity of this complex as a precatalyst for Heck coupling reactions has been explored. Experimental results and DFT calculations support a plausible anionic Amatore-Jutand-type mechanism for the Heck reaction involving anionic (NHC)-palladium(0) catalytic species. (AU)

• FAPESP's process: 13/04813-6 - Mechanistic studies of Heck-Matsuda reactions: a theoretical investigation
• Grantee: Vitor Hugo Menezes da Silva
• Support Opportunities: Scholarships in Brazil - Doctorate
• FAPESP's process: 13/22235-0 - Homogeneous and Heterogeneous Catalysis: The Importance of Auxiliary Groups
• Grantee: Ana Paula de Lima Batista
• Support Opportunities: Scholarships in Brazil - Post-Doctoral