Phosphorus Silicon Compounds from the Reduction of MesP(H)SiCl2Ph/Carbene with and without Metal

Yashuai Liu; Helena Keil; Zhi Yang; Regine Herbst-Irmer; Herbert W. Roesky; Dietmar Stalke

doi:10.1002/ejic.202000294

Phosphorus Silicon Compounds from the Reduction of MesP(H)SiCl₂Ph/Carbene with and without Metal

Yashuai Liu, Helena Keil, Zhi Yang^*, Regine Herbst-Irmer, Herbert W. Roesky^*, Dietmar Stalke^*

^*Corresponding author for this work

School of Chemistry and Chemical Engineering

Research output: Contribution to journal › Article › peer-review

4 Citations (Scopus)

Abstract

MesP(H)SiCl₂Ph (Mes = 2,4,6-Me₃C₆H₂) (7) with a reactive Si–Cl and P–H bond can easily be reduced by KC₈ or alternatively by a carbene to give remarkable phosphorus silicon compounds. 7 is readily synthesized from the reaction of MesPH₂ sequentially with nBuLi and PhSiCl₃ in a 1:1:1 ratio. KC₈ reduction of MesP(H)SiCl₂Ph (7) in the presence of cyclic alkyl(amino) carbene (cAAC^Me) gives (MesPH)₃SiPh (8) and cAAC-stabilized Si₂Ph₂ (9). In addition, 9 might also be formed by the reduction of PhSiCl₃ using KC₈ in the presence of cAAC^Me. Treatment of MesP(H)SiCl₂Ph (7) with IiPr₂Me₂ (IiPr₂Me₂ = 1,3-diisopropyl-4,5-dimethylimidazol-2-ylidene) in a molar ratio of 1:2 results in HCl elimination as IiPr₂Me₂·HCl. The second equivalent of IiPr₂Me₂ was used to yield well-defined phosphasilene (10) containing a Ph(Cl)Si=PMes moiety. This unit will gain much application in ligand design because the chlorine atom can readily be replaced by other substituents.

Original language	English
Pages (from-to)	2273-2278
Number of pages	6
Journal	European Journal of Inorganic Chemistry
Volume	2020
Issue number	23
DOIs	https://doi.org/10.1002/ejic.202000294
Publication status	Published - 23 Jun 2020

Keywords

Carbene ligands
Phosphorus
Reduction
Silicon
Structure elucidation

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title = "Phosphorus Silicon Compounds from the Reduction of MesP(H)SiCl2Ph/Carbene with and without Metal",

abstract = "MesP(H)SiCl2Ph (Mes = 2,4,6-Me3C6H2) (7) with a reactive Si–Cl and P–H bond can easily be reduced by KC8 or alternatively by a carbene to give remarkable phosphorus silicon compounds. 7 is readily synthesized from the reaction of MesPH2 sequentially with nBuLi and PhSiCl3 in a 1:1:1 ratio. KC8 reduction of MesP(H)SiCl2Ph (7) in the presence of cyclic alkyl(amino) carbene (cAACMe) gives (MesPH)3SiPh (8) and cAAC-stabilized Si2Ph2 (9). In addition, 9 might also be formed by the reduction of PhSiCl3 using KC8 in the presence of cAACMe. Treatment of MesP(H)SiCl2Ph (7) with IiPr2Me2 (IiPr2Me2 = 1,3-diisopropyl-4,5-dimethylimidazol-2-ylidene) in a molar ratio of 1:2 results in HCl elimination as IiPr2Me2·HCl. The second equivalent of IiPr2Me2 was used to yield well-defined phosphasilene (10) containing a Ph(Cl)Si=PMes moiety. This unit will gain much application in ligand design because the chlorine atom can readily be replaced by other substituents.",

keywords = "Carbene ligands, Phosphorus, Reduction, Silicon, Structure elucidation",

author = "Yashuai Liu and Helena Keil and Zhi Yang and Regine Herbst-Irmer and Roesky, {Herbert W.} and Dietmar Stalke",

note = "Publisher Copyright: {\textcopyright} 2020 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA.",

year = "2020",

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doi = "10.1002/ejic.202000294",

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T1 - Phosphorus Silicon Compounds from the Reduction of MesP(H)SiCl2Ph/Carbene with and without Metal

AU - Liu, Yashuai

AU - Keil, Helena

AU - Yang, Zhi

AU - Herbst-Irmer, Regine

AU - Roesky, Herbert W.

AU - Stalke, Dietmar

PY - 2020/6/23

Y1 - 2020/6/23

N2 - MesP(H)SiCl2Ph (Mes = 2,4,6-Me3C6H2) (7) with a reactive Si–Cl and P–H bond can easily be reduced by KC8 or alternatively by a carbene to give remarkable phosphorus silicon compounds. 7 is readily synthesized from the reaction of MesPH2 sequentially with nBuLi and PhSiCl3 in a 1:1:1 ratio. KC8 reduction of MesP(H)SiCl2Ph (7) in the presence of cyclic alkyl(amino) carbene (cAACMe) gives (MesPH)3SiPh (8) and cAAC-stabilized Si2Ph2 (9). In addition, 9 might also be formed by the reduction of PhSiCl3 using KC8 in the presence of cAACMe. Treatment of MesP(H)SiCl2Ph (7) with IiPr2Me2 (IiPr2Me2 = 1,3-diisopropyl-4,5-dimethylimidazol-2-ylidene) in a molar ratio of 1:2 results in HCl elimination as IiPr2Me2·HCl. The second equivalent of IiPr2Me2 was used to yield well-defined phosphasilene (10) containing a Ph(Cl)Si=PMes moiety. This unit will gain much application in ligand design because the chlorine atom can readily be replaced by other substituents.

AB - MesP(H)SiCl2Ph (Mes = 2,4,6-Me3C6H2) (7) with a reactive Si–Cl and P–H bond can easily be reduced by KC8 or alternatively by a carbene to give remarkable phosphorus silicon compounds. 7 is readily synthesized from the reaction of MesPH2 sequentially with nBuLi and PhSiCl3 in a 1:1:1 ratio. KC8 reduction of MesP(H)SiCl2Ph (7) in the presence of cyclic alkyl(amino) carbene (cAACMe) gives (MesPH)3SiPh (8) and cAAC-stabilized Si2Ph2 (9). In addition, 9 might also be formed by the reduction of PhSiCl3 using KC8 in the presence of cAACMe. Treatment of MesP(H)SiCl2Ph (7) with IiPr2Me2 (IiPr2Me2 = 1,3-diisopropyl-4,5-dimethylimidazol-2-ylidene) in a molar ratio of 1:2 results in HCl elimination as IiPr2Me2·HCl. The second equivalent of IiPr2Me2 was used to yield well-defined phosphasilene (10) containing a Ph(Cl)Si=PMes moiety. This unit will gain much application in ligand design because the chlorine atom can readily be replaced by other substituents.

KW - Carbene ligands

KW - Phosphorus

KW - Reduction

KW - Silicon

KW - Structure elucidation

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U2 - 10.1002/ejic.202000294

DO - 10.1002/ejic.202000294

M3 - Article

AN - SCOPUS:85085752270

SN - 1434-1948

VL - 2020

SP - 2273

EP - 2278

JO - European Journal of Inorganic Chemistry

JF - European Journal of Inorganic Chemistry

IS - 23

ER -

Phosphorus Silicon Compounds from the Reduction of MesP(H)SiCl₂Ph/Carbene with and without Metal

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