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Issue 79, 2017
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Activation of the P–H bond by a frustrated Lewis pair and its application in catalytic Z-selective hydrophosphonylation of terminal ynones

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Abstract

The frustrated Lewis pair (FLP) comprised of B(C6F5)3 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.

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

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Publication details

The article was received on 29 Jun 2017, accepted on 19 Jul 2017 and first published on 19 Jul 2017


Article type: Communication
DOI: 10.1039/C7CC05028C
Citation: Chem. Commun., 2017,53, 10890-10893
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    Activation of the P–H bond by a frustrated Lewis pair and its application in catalytic Z-selective hydrophosphonylation of terminal ynones

    Y. Liu, X. Fan, Z. H. Li and H. Wang, Chem. Commun., 2017, 53, 10890
    DOI: 10.1039/C7CC05028C

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