1,1-Phosphaboration of CC and CC bonds at gold | Zendy

Cyril A. Theulier | Zendy; Yago GarcíaRodeja | Zendy; Nathalie SaffonMerceron | Zendy; Karinne Miqueu | Zendy; Ghenwa Bouhadir | Zendy; Didier Bourissou | Zendy

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1,1-Phosphaboration of CC and CC bonds at gold

Author(s) -

Cyril A. Theulier,

Yago GarcíaRodeja,

Nathalie SaffonMerceron,

Karinne Miqueu,

Ghenwa Bouhadir,

Didier Bourissou

Publication year - 2020

Publication title -

chemical communications

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.837

H-Index - 333

eISSN - 1364-548X

pISSN - 1359-7345

DOI - 10.1039/d0cc06978g

Subject(s) - chemistry , bond , crystallography , stereochemistry , business , finance

The phosphine-borane iPr2P(o-C6H4)BFXyl2 (Fxyl = 3,5-(F3C)2C6H3) was found to react with gold(i) alkynyl and vinyl complexes via an original 1,1-phosphaboration process. Zwitterionic complexes resulting from Au to B transmetallation have been authenticated as key intermediates. X-ray diffraction analyses show that the alkynyl-borate moiety remains pendant while the vinyl-borate is side-on coordinated to gold. According to DFT calculations, the phosphaboration then proceeds in a trans stepwise manner via decoordination of the phosphine, followed by anti nucleophilic attack to the π-CC bond activated by gold. The boron center acts as a relay and tether for the organic group.

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