Palladium-catalyzed intramolecular reductive cross-coupling of Csp2-Csp3 bond formation
Hui Liu1, Jianpeng Wei, Zongjun Qiao
1Shanghai Key Laboratory of Green Chemistry and Chemical Process, Department of Chemistry, East China Normal University, 3663 North Zhongshan Road, Shanghai 200062 (P. R. China); School of Chemical Engineering, Shandong University of Technology, Zibo, 255049 (P. R. China).
Abstract:
A Pd-catalyzed efficient reductive cross-coupling reaction without metallic reductant to construct a Csp(2) -Csp(3) bond has been reported. A Pd(IV) complex was proposed to be a key intermediate, which subsequently went through double oxidative addition and double reductive elimination to produce the cross-coupling products by involving Pd(0/II/IV) in one transformation. The oxidative addition from Pd(II) to Pd(IV) was partially demonstrated to be a radical process by self-oxidation of substrate without additional oxidants. Furthermore, the solvent was proved to be the reductant for this transformation through XPS analysis.
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