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Ferrocenyl iminophosphine ligands in Pd-catalysed Suzuki couplings
Authors:Shihui Teo  T.S. Andy Hor
Affiliation:a Department of Chemistry, National University of Singapore, 3 Science Drive 3, Kent Ridge, Singapore 117543, Singapore
b College of Chemistry and Chemical Engineering, Fuzhou, University, Fujian 350108, PR China
c Institute of Materials Research and Engineering, Agency for Science, Technology and Research, 3 Research Link, Singapore 117602, Singapore
Abstract:A mixture of Pd2(dba)3/{η-C5H4CHdouble bond; length as m-dashN[CH(CH3)(Nap)]}Fe[η-C5H4P(tBu)2] efficiently catalyzes the Suzuki reactions of a variety of bulky aryl halides and aryl- and alkyl-boronic acids, affording the desired cross-coupling biaryl products in quantitative isolated yields under mild conditions and at low (1 × 10−6-1 mol%) Pd loadings. Spectroscopic (NMR & ESI) analysis of the mixture of Pd2(dba)3, the hybrid [P,N] ligands, and aryl halides revealed different structural forms of oxidative addition products that are dependent on the substituent on the imino nitrogen.
Keywords:Suzuki cross-coupling   Palladium   Ferrocenyl   Phosphine
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