Synthesis of the sterically congested diarylphosphines ArTrip2 P (Ph) H (ArTrip2 = C6 H3 - 2, 6 (C6 H2 - 2, 4, 6 - Pri3)) and ArMes2 P (Ph) H (ArMes2 = C6 H3 - 2, 6 (C6 H2 - 2, 4, 6 - Me3))

Eric Rivard; Andrew D. Sutton; James C. Fettinger; Philip P. Power

doi:10.1016/j.ica.2005.12.028

Synthesis of the sterically congested diarylphosphines Ar^Trip₂ P (Ph) H (Ar^Trip₂ = C₆ H₃ - 2, 6 (C₆ H₂ - 2, 4, 6 - Prⁱ₃)) and Ar^Mes₂ P (Ph) H (Ar^Mes₂ = C₆ H₃ - 2, 6 (C₆ H₂ - 2, 4, 6 - Me₃))

Eric Rivard, Andrew D. Sutton, James C. Fettinger, Philip P. Power

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

34 Scopus citations

Abstract

The very sterically encumbered secondary chlorophosphines Ar^Trip₂ P (Ph) Cl (Ar^Trip₂ = C₆ H₃ - 2, 6 (C₆ H₂ - 2, 4, 6 - Prⁱ₃)) and Ar^Mes₂ P (Ph) Cl (Ar^Mes₂ = C₆ H₃ - 2, 6 (C₆ H₂ - 2, 4, 6 - Me₃)) were prepared from the respective aryllithium precursors and PhPCl₂. Subsequent reduction of the chlorophosphines with Li[AlH₄] yielded the corresponding phosphines ArylP(Ph)H in high yield; these afforded the lithium salts ArylP(Ph)Li upon treatment with ⁿBuLi, and the synthesis and structural characterization of the monomeric terphenyl phosphide {[Ar^Mes₂ P (Ph)] Li (THF)₂} are described. Reaction of two equivalents of the lithium phosphide with SnCl₂ afforded a rare example of a monomeric Sn(II)-diphosphide, [Ar^Mes₂ P (Ph)]₂ Sn.

Original language	English
Pages (from-to)	1278-1286
Number of pages	9
Journal	Inorganica Chimica Acta
Volume	360
Issue number	4
DOIs	https://doi.org/10.1016/j.ica.2005.12.028
State	Published - Mar 1 2007
Externally published	Yes

Funding

The authors are grateful to the National Science Foundation for financial support. E.R. also thanks the Natural Sciences and Engineering Research Council (NSERC) of Canada for a Postdoctoral Fellowship (2004–2006). We also thank Dr. Geoffrey H. Spikes for assistance with 119 Sn NMR spectroscopy.

Funders	Funder number
National Science Foundation
Natural Sciences and Engineering Research Council of Canada

Keywords

Diphosphide
Hindered
Phosphine
Terphenyl
Tin

Access to Document

10.1016/j.ica.2005.12.028

Cite this

@article{40c36c6181334eb7a6c6801a9948f02f,

title = "Synthesis of the sterically congested diarylphosphines ArTrip2 P (Ph) H (ArTrip2 = C6 H3 - 2, 6 (C6 H2 - 2, 4, 6 - Pri3)) and ArMes2 P (Ph) H (ArMes2 = C6 H3 - 2, 6 (C6 H2 - 2, 4, 6 - Me3))",

abstract = "The very sterically encumbered secondary chlorophosphines ArTrip2 P (Ph) Cl (ArTrip2 = C6 H3 - 2, 6 (C6 H2 - 2, 4, 6 - Pri3)) and ArMes2 P (Ph) Cl (ArMes2 = C6 H3 - 2, 6 (C6 H2 - 2, 4, 6 - Me3)) were prepared from the respective aryllithium precursors and PhPCl2. Subsequent reduction of the chlorophosphines with Li[AlH4] yielded the corresponding phosphines ArylP(Ph)H in high yield; these afforded the lithium salts ArylP(Ph)Li upon treatment with nBuLi, and the synthesis and structural characterization of the monomeric terphenyl phosphide {[ArMes2 P (Ph)] Li (THF)2} are described. Reaction of two equivalents of the lithium phosphide with SnCl2 afforded a rare example of a monomeric Sn(II)-diphosphide, [ArMes2 P (Ph)]2 Sn.",

keywords = "Diphosphide, Hindered, Phosphine, Terphenyl, Tin",

author = "Eric Rivard and Sutton, {Andrew D.} and Fettinger, {James C.} and Power, {Philip P.}",

year = "2007",

month = mar,

day = "1",

doi = "10.1016/j.ica.2005.12.028",

language = "English",

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journal = "Inorganica Chimica Acta",

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Synthesis of the sterically congested diarylphosphines Ar^Trip₂ P (Ph) H (Ar^Trip₂ = C₆ H₃ - 2, 6 (C₆ H₂ - 2, 4, 6 - Prⁱ₃)) and Ar^Mes₂ P (Ph) H (Ar^Mes₂ = C₆ H₃ - 2, 6 (C₆ H₂ - 2, 4, 6 - Me₃)). / Rivard, Eric; Sutton, Andrew D.; Fettinger, James C. et al.
In: Inorganica Chimica Acta, Vol. 360, No. 4, 01.03.2007, p. 1278-1286.

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

TY - JOUR

T1 - Synthesis of the sterically congested diarylphosphines ArTrip2 P (Ph) H (ArTrip2 = C6 H3 - 2, 6 (C6 H2 - 2, 4, 6 - Pri3)) and ArMes2 P (Ph) H (ArMes2 = C6 H3 - 2, 6 (C6 H2 - 2, 4, 6 - Me3))

AU - Rivard, Eric

AU - Sutton, Andrew D.

AU - Fettinger, James C.

AU - Power, Philip P.

PY - 2007/3/1

Y1 - 2007/3/1

N2 - The very sterically encumbered secondary chlorophosphines ArTrip2 P (Ph) Cl (ArTrip2 = C6 H3 - 2, 6 (C6 H2 - 2, 4, 6 - Pri3)) and ArMes2 P (Ph) Cl (ArMes2 = C6 H3 - 2, 6 (C6 H2 - 2, 4, 6 - Me3)) were prepared from the respective aryllithium precursors and PhPCl2. Subsequent reduction of the chlorophosphines with Li[AlH4] yielded the corresponding phosphines ArylP(Ph)H in high yield; these afforded the lithium salts ArylP(Ph)Li upon treatment with nBuLi, and the synthesis and structural characterization of the monomeric terphenyl phosphide {[ArMes2 P (Ph)] Li (THF)2} are described. Reaction of two equivalents of the lithium phosphide with SnCl2 afforded a rare example of a monomeric Sn(II)-diphosphide, [ArMes2 P (Ph)]2 Sn.

AB - The very sterically encumbered secondary chlorophosphines ArTrip2 P (Ph) Cl (ArTrip2 = C6 H3 - 2, 6 (C6 H2 - 2, 4, 6 - Pri3)) and ArMes2 P (Ph) Cl (ArMes2 = C6 H3 - 2, 6 (C6 H2 - 2, 4, 6 - Me3)) were prepared from the respective aryllithium precursors and PhPCl2. Subsequent reduction of the chlorophosphines with Li[AlH4] yielded the corresponding phosphines ArylP(Ph)H in high yield; these afforded the lithium salts ArylP(Ph)Li upon treatment with nBuLi, and the synthesis and structural characterization of the monomeric terphenyl phosphide {[ArMes2 P (Ph)] Li (THF)2} are described. Reaction of two equivalents of the lithium phosphide with SnCl2 afforded a rare example of a monomeric Sn(II)-diphosphide, [ArMes2 P (Ph)]2 Sn.

KW - Diphosphide

KW - Hindered

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KW - Terphenyl

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