Easy Access to Phosphine-Borane Building Blocks

G. Bas de Jong; Nuria Ortega; Martin Lutz; Koop Lammertsma; J. Chris Slootweg

doi:10.1002/chem.202002367

Easy Access to Phosphine-Borane Building Blocks

G. Bas de Jong, Nuria Ortega, Martin Lutz, Koop Lammertsma, J. Chris Slootweg

Chemical Sciences

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

11 Citations (Scopus)

Abstract

In this paper, we highlight the synthesis of a variety of primary phosphine-boranes (RPH₂⋅BH₃) from the corresponding dichlorophosphines, simply by using Li[BH₄] as reductant and provider of the BH₃ protecting group. The method offers facile access not only to alkyl- and arylphosphine-boranes, but also to aminophosphine-boranes (R₂NPH₂⋅BH₃) that are convenient building blocks but without the protecting BH₃ moiety thermally labile and notoriously difficult to handle. The borane-protected primary phosphines can be doubly deprotonated using n-butyllithium to provide soluble phosphanediides Li₂[RP⋅BH₃] of which the phenyl-derivative Li₂[PhP⋅BH₃] was structurally characterized in the solid state.

Original language	English
Pages (from-to)	15944-15952
Number of pages	9
Journal	Chemistry - A European Journal
Volume	26
Issue number	68
DOIs	https://doi.org/10.1002/chem.202002367
Publication status	Published - 4 Dec 2020

Keywords

crystal structures
phosphanediide
phosphine borane
primary phosphine
synthesis

ASJC Scopus subject areas

Catalysis
Organic Chemistry

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10.1002/chem.202002367

Cite this

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title = "Easy Access to Phosphine-Borane Building Blocks",

abstract = "In this paper, we highlight the synthesis of a variety of primary phosphine-boranes (RPH2⋅BH3) from the corresponding dichlorophosphines, simply by using Li[BH4] as reductant and provider of the BH3 protecting group. The method offers facile access not only to alkyl- and arylphosphine-boranes, but also to aminophosphine-boranes (R2NPH2⋅BH3) that are convenient building blocks but without the protecting BH3 moiety thermally labile and notoriously difficult to handle. The borane-protected primary phosphines can be doubly deprotonated using n-butyllithium to provide soluble phosphanediides Li2[RP⋅BH3] of which the phenyl-derivative Li2[PhP⋅BH3] was structurally characterized in the solid state.",

keywords = "crystal structures, phosphanediide, phosphine borane, primary phosphine, synthesis",

author = "\{de Jong\}, \{G. Bas\} and Nuria Ortega and Martin Lutz and Koop Lammertsma and Slootweg, \{J. Chris\}",

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

year = "2020",

month = dec,

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doi = "10.1002/chem.202002367",

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TY - JOUR

T1 - Easy Access to Phosphine-Borane Building Blocks

AU - de Jong, G. Bas

AU - Ortega, Nuria

AU - Lutz, Martin

AU - Lammertsma, Koop

AU - Slootweg, J. Chris

PY - 2020/12/4

Y1 - 2020/12/4

N2 - In this paper, we highlight the synthesis of a variety of primary phosphine-boranes (RPH2⋅BH3) from the corresponding dichlorophosphines, simply by using Li[BH4] as reductant and provider of the BH3 protecting group. The method offers facile access not only to alkyl- and arylphosphine-boranes, but also to aminophosphine-boranes (R2NPH2⋅BH3) that are convenient building blocks but without the protecting BH3 moiety thermally labile and notoriously difficult to handle. The borane-protected primary phosphines can be doubly deprotonated using n-butyllithium to provide soluble phosphanediides Li2[RP⋅BH3] of which the phenyl-derivative Li2[PhP⋅BH3] was structurally characterized in the solid state.

AB - In this paper, we highlight the synthesis of a variety of primary phosphine-boranes (RPH2⋅BH3) from the corresponding dichlorophosphines, simply by using Li[BH4] as reductant and provider of the BH3 protecting group. The method offers facile access not only to alkyl- and arylphosphine-boranes, but also to aminophosphine-boranes (R2NPH2⋅BH3) that are convenient building blocks but without the protecting BH3 moiety thermally labile and notoriously difficult to handle. The borane-protected primary phosphines can be doubly deprotonated using n-butyllithium to provide soluble phosphanediides Li2[RP⋅BH3] of which the phenyl-derivative Li2[PhP⋅BH3] was structurally characterized in the solid state.

KW - crystal structures

KW - phosphanediide

KW - phosphine borane

KW - primary phosphine

KW - synthesis

UR - https://www.scopus.com/pages/publications/85093857056

U2 - 10.1002/chem.202002367

DO - 10.1002/chem.202002367

M3 - Article

C2 - 32602582

AN - SCOPUS:85093857056

SN - 0947-6539

VL - 26

SP - 15944

EP - 15952

JO - Chemistry - A European Journal

JF - Chemistry - A European Journal

IS - 68

ER -

Easy Access to Phosphine-Borane Building Blocks

Abstract

Keywords

ASJC Scopus subject areas

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