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

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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
Chemical Communications ( IF 4.9 ) Pub Date : 2017-07-19 00:00:00 , DOI: 10.1039/c7cc05028c
Yizhen Liu _{1,

2,

3,

4} , Xiaoting Fan _{1,

2,

3,

4} , Zhen Hua Li _{1,

2,

3,

4} , Huadong Wang _{1,

2,

3,

4}

Affiliation

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.

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