Borylated Methylenephosphonium Salts: Precursors of Elusive Boryl(phosphino)carbenes | Zendy

Florie Lavigne | Zendy; Eddy Maerten | Zendy; Gilles Alcaraz | Zendy; Nathalie SaffonMerceron | Zendy; Carles AcostaSilva | Zendy; Vicenç Branchadell | Zendy; Antoine Baceiredo | Zendy

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Borylated Methylenephosphonium Salts: Precursors of Elusive Boryl(phosphino)carbenes

Author(s) -

Florie Lavigne,

Eddy Maerten,

Gilles Alcaraz,

Nathalie SaffonMerceron,

Carles AcostaSilva,

Vicenç Branchadell,

Antoine Baceiredo

Publication year - 2010

Publication title -

journal of the american chemical society

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 7.115

H-Index - 612

eISSN - 1520-5126

pISSN - 0002-7863

DOI - 10.1021/ja103422b

Subject(s) - chemistry , carbene , iminium , singlet state , density functional theory , nuclear magnetic resonance spectroscopy , computational chemistry , organic chemistry , catalysis , physics , nuclear physics , excited state

The synthesis of a new family of boryl-substituted methylenephosphonium derivatives, the phosphorus analogues of iminium salts, has been developed. They were used in the preparation of the first stable boryl(phosphino)carbene, which has been fully characterized by NMR spectroscopy and X-ray crystallography. Density functional theory calculations indicate that these carbenes can be classified as push-pull carbenes with a relatively small singlet-triplet energy gap.

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