Activation of the P-H bond by a frustrated Lewis pair and its application in catalytic Z-selective hydrophosphonylation of terminal ynones.

作者信息

Liu Yizhen, Fan Xiaoting, Li Zhen Hua, Wang Huadong

机构信息

Department Shanghai Key Laboratory of Molecular Catalysis and Innovative Material, Department of Chemistry, Fudan University, Shanghai, 200433, China.

出版信息

Chem Commun (Camb). 2017 Oct 3;53(79):10890-10893. doi: 10.1039/c7cc05028c.

DOI:10.1039/c7cc05028c

PMID:28745771

Abstract

The frustrated Lewis pair (FLP) comprised of B(CF) and 1,2,2,6,6-pentamethylpiperidine (PMP) can efficiently catalyze Z-selective hydrophosphonylation of terminal ynones with a Z/E selectivity of up to 20 : 1. Mechanistic studies suggest that the trans arrangement of the phosphite nucleophilic attack and hydrogen bond formation on the alkyne moiety is responsible for the observed Z-selectivity.

摘要