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Reactivity enhancement of a diphosphene by reversible N-heterocyclic carbene coordination.

ABSTRACT: Diphosphene TerMesP = PTerMes (1; TerMes = 2,6-Mes2C6H3; Mes = 2,4,6-Me3C6H2) and NHCMe42 (NHCMe4 = 1,3,4,5-tetramethylimidazol-2-ylidene) exist in an equilibrium mixture with the NHCMe4 -coordinated diphosphene 3. While uncoordinated 1 is inert to hydrolysis, the NHC adduct 3 readily undergoes hydrolysis to afford a phosphino-substituted phosphine oxide with the liberation of NHCMe4 . On this basis, conditions suitable for the catalytic use of NHCMe4 were identified. Similarly, while the hydrogenation of free diphosphene 1 with H3N·BH3 is very slow, 3 reacts instantaneously with H3N·BH3 at room temperature to afford a dihydrodiphosphane.

SUBMITTER: Dhara D 

PROVIDER: S-EPMC5944230 | biostudies-other | 2018 May

REPOSITORIES: biostudies-other

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Diphosphene Ter<sup>Mes</sup>P = PTer<sup>Mes</sup> (<b>1</b>; Ter<sup>Mes</sup> = 2,6-Mes<sub>2</sub>C<sub>6</sub>H<sub>3</sub>; Mes = 2,4,6-Me<sub>3</sub>C<sub>6</sub>H<sub>2</sub>) and NHC<sup>Me<sub>4</sub></sup><b>2</b> (NHC<sup>Me<sub>4</sub></sup> = 1,3,4,5-tetramethylimidazol-2-ylidene) exist in an equilibrium mixture with the NHC<sup>Me<sub>4</sub></sup> -coordinated diphosphene <b>3</b>. While uncoordinated <b>1</b> is inert to hydrolysis, the NHC adduct <b>3</b> readily undergoes hydr  ...[more]

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