New Difunctional Phosphine-Borane Species as Ligands for Organometallic Compounds

Hubert Schmidbaur; Erwin Weiss; Wilhelm Graf

doi:10.1021/om00126a019

New Difunctional Phosphine-Borane Species as Ligands for Organometallic Compounds

Hubert Schmidbaur
, Erwin Weiss
, Wilhelm Graf

Department of Chemistry

Technical University of Munich

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

14 Scopus citations

Abstract

Convenient high yield syntheses have been developed for the molecules (CH₃)₃PBH₂P(CH₃)₂=X, where X = O (1) and X = S (4). (CH₃)₃PBH₂Br can be treated with K[P(CH₃)₂O] or K[(CH₃)₂PS] to give 1 or 4, respectively. Routes via the intermediates [(CH₃)₃PBH₂P(CH₃)₂Cl]Cl, 2, [(CH₃)₃PBH₂P(CH₃)₂OCH₃] Cl, 3, or [(CH₃)₃PBH₂P(CH₃)₂NHCH₃]Cl, 5, are possible but offer no advantages. However, the conversion of 1 into 4 using P₂S₅ is an acceptable alternative preparation for 4 (45% yield). An imine (CH₃)₃PB-H₂P(CH₃)₂=NCH₃, 6, was generated from 5 with n-C₄H₉Li but could not be separated from LiCl. 1 and 4 are easily metalated at one of the P(CH₃)₃ methyl groups to yield products for which the formula Li[CH₂(CH₃)₂PBH₂P(CH₃)₂=X], where X = O (7) and X = S (9) is proposed. These reagents afford spirobicyclic complexes with BeCl₂ (8 from 1 via 7) and ZnCl₂ or CdCl₂(10 and 11, respectively, from 4 via 9). All materials were characterized by elemental analyses and spectral data.

Original language	English
Pages (from-to)	1233-1237
Number of pages	5
Journal	Organometallics
Volume	4
Issue number	7
DOIs	https://doi.org/10.1021/om00126a019
State	Published - Jul 1985

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@article{6b6ff78ae7184d509ebb5434c44721f4,

title = "New Difunctional Phosphine-Borane Species as Ligands for Organometallic Compounds",

abstract = "Convenient high yield syntheses have been developed for the molecules (CH3)3PBH2P(CH3)2=X, where X = O (1) and X = S (4). (CH3)3PBH2Br can be treated with K[P(CH3)2O] or K[(CH3)2PS] to give 1 or 4, respectively. Routes via the intermediates [(CH3)3PBH2P(CH3)2Cl]Cl, 2, [(CH3)3PBH2P(CH3)2OCH3] Cl, 3, or [(CH3)3PBH2P(CH3)2NHCH3]Cl, 5, are possible but offer no advantages. However, the conversion of 1 into 4 using P2S5 is an acceptable alternative preparation for 4 (45\% yield). An imine (CH3)3PB-H2P(CH3)2=NCH3, 6, was generated from 5 with n-C4H9Li but could not be separated from LiCl. 1 and 4 are easily metalated at one of the P(CH3)3 methyl groups to yield products for which the formula Li[CH2(CH3)2PBH2P(CH3)2=X], where X = O (7) and X = S (9) is proposed. These reagents afford spirobicyclic complexes with BeCl2 (8 from 1 via 7) and ZnCl2 or CdCl2(10 and 11, respectively, from 4 via 9). All materials were characterized by elemental analyses and spectral data.",

author = "Hubert Schmidbaur and Erwin Weiss and Wilhelm Graf",

year = "1985",

month = jul,

doi = "10.1021/om00126a019",

language = "English",

volume = "4",

pages = "1233--1237",

journal = "Organometallics",

issn = "0276-7333",

publisher = "American Chemical Society",

number = "7",

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T1 - New Difunctional Phosphine-Borane Species as Ligands for Organometallic Compounds

AU - Schmidbaur, Hubert

AU - Weiss, Erwin

AU - Graf, Wilhelm

PY - 1985/7

Y1 - 1985/7

N2 - Convenient high yield syntheses have been developed for the molecules (CH3)3PBH2P(CH3)2=X, where X = O (1) and X = S (4). (CH3)3PBH2Br can be treated with K[P(CH3)2O] or K[(CH3)2PS] to give 1 or 4, respectively. Routes via the intermediates [(CH3)3PBH2P(CH3)2Cl]Cl, 2, [(CH3)3PBH2P(CH3)2OCH3] Cl, 3, or [(CH3)3PBH2P(CH3)2NHCH3]Cl, 5, are possible but offer no advantages. However, the conversion of 1 into 4 using P2S5 is an acceptable alternative preparation for 4 (45% yield). An imine (CH3)3PB-H2P(CH3)2=NCH3, 6, was generated from 5 with n-C4H9Li but could not be separated from LiCl. 1 and 4 are easily metalated at one of the P(CH3)3 methyl groups to yield products for which the formula Li[CH2(CH3)2PBH2P(CH3)2=X], where X = O (7) and X = S (9) is proposed. These reagents afford spirobicyclic complexes with BeCl2 (8 from 1 via 7) and ZnCl2 or CdCl2(10 and 11, respectively, from 4 via 9). All materials were characterized by elemental analyses and spectral data.

AB - Convenient high yield syntheses have been developed for the molecules (CH3)3PBH2P(CH3)2=X, where X = O (1) and X = S (4). (CH3)3PBH2Br can be treated with K[P(CH3)2O] or K[(CH3)2PS] to give 1 or 4, respectively. Routes via the intermediates [(CH3)3PBH2P(CH3)2Cl]Cl, 2, [(CH3)3PBH2P(CH3)2OCH3] Cl, 3, or [(CH3)3PBH2P(CH3)2NHCH3]Cl, 5, are possible but offer no advantages. However, the conversion of 1 into 4 using P2S5 is an acceptable alternative preparation for 4 (45% yield). An imine (CH3)3PB-H2P(CH3)2=NCH3, 6, was generated from 5 with n-C4H9Li but could not be separated from LiCl. 1 and 4 are easily metalated at one of the P(CH3)3 methyl groups to yield products for which the formula Li[CH2(CH3)2PBH2P(CH3)2=X], where X = O (7) and X = S (9) is proposed. These reagents afford spirobicyclic complexes with BeCl2 (8 from 1 via 7) and ZnCl2 or CdCl2(10 and 11, respectively, from 4 via 9). All materials were characterized by elemental analyses and spectral data.

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DO - 10.1021/om00126a019

M3 - Article

AN - SCOPUS:0010944937

SN - 0276-7333

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SP - 1233

EP - 1237

JO - Organometallics

JF - Organometallics

IS - 7

ER -

New Difunctional Phosphine-Borane Species as Ligands for Organometallic Compounds

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