Inorganic Triphenylphosphine

Adam D. Gorman; Jonathan A. Bailey; Natalie Fey; Tom A. Young; Hazel A. Sparkes; Paul G. Pringle

doi:10.1002/anie.201810366

Inorganic Triphenylphosphine

Adam D. Gorman
, Jonathan A. Bailey
, Natalie Fey
, Tom A. Young
, Hazel A. Sparkes
, Paul G. Pringle^*

^*Corresponding author for this work

School of Chemistry

Research output: Contribution to journal › Article (Academic Journal) › peer-review

11 Citations (Scopus)

528 Downloads (Pure)

Abstract

A completely inorganic version of one of the most famous organophosphorus compounds, triphenylphosphine, has been prepared. A comparison of the crystal structures of inorganic triphenylphosphine, PBaz₃ (where Baz=B₃H₂N₃H₃) and PPh₃ shows that they have superficial similarities and furthermore, the Lewis basicities of the two compounds are remarkably similar. However, their oxygenation and hydrolysis reactions are starkly different. PBaz₃ reacts quantitatively with water to give PH₃ and with the oxidizing agent ONMe₃ to give the triply-O-inserted product P(OBaz)₃, an inorganic version of triphenyl phosphite; a corresponding transformation with PPh₃ is inconceivable. Thermodynamically, what drives these striking differences in the chemistry of PBaz₃ and PPh₃ is the great strength of the B−O bond.

Original language	English
Pages (from-to)	15802-15806
Number of pages	5
Journal	Angewandte Chemie - International Edition
Volume	57
Issue number	48
Early online date	12 Oct 2018
DOIs	https://doi.org/10.1002/anie.201810366
Publication status	Published - 26 Nov 2018

Research Groups and Themes

Physical & Theoretical
Inorganic & Materials

Keywords

boron
inorganic chemistry
main group elements
phosphorus
structure elucidation

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10.1002/anie.201810366

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@article{c3c49297c2714be8bafceb703d196e06,

title = "Inorganic Triphenylphosphine",

abstract = "A completely inorganic version of one of the most famous organophosphorus compounds, triphenylphosphine, has been prepared. A comparison of the crystal structures of inorganic triphenylphosphine, PBaz3 (where Baz=B3H2N3H3) and PPh3 shows that they have superficial similarities and furthermore, the Lewis basicities of the two compounds are remarkably similar. However, their oxygenation and hydrolysis reactions are starkly different. PBaz3 reacts quantitatively with water to give PH3 and with the oxidizing agent ONMe3 to give the triply-O-inserted product P(OBaz)3, an inorganic version of triphenyl phosphite; a corresponding transformation with PPh3 is inconceivable. Thermodynamically, what drives these striking differences in the chemistry of PBaz3 and PPh3 is the great strength of the B−O bond.",

keywords = "boron, inorganic chemistry, main group elements, phosphorus, structure elucidation",

author = "Gorman, \{Adam D.\} and Bailey, \{Jonathan A.\} and Natalie Fey and Young, \{Tom A.\} and Sparkes, \{Hazel A.\} and Pringle, \{Paul G.\}",

year = "2018",

month = nov,

day = "26",

doi = "10.1002/anie.201810366",

language = "English",

volume = "57",

pages = "15802--15806",

journal = "Angewandte Chemie - International Edition",

issn = "1433-7851",

publisher = "John Wiley \& Sons, Ltd.",

number = "48",

}

TY - JOUR

T1 - Inorganic Triphenylphosphine

AU - Gorman, Adam D.

AU - Bailey, Jonathan A.

AU - Fey, Natalie

AU - Young, Tom A.

AU - Sparkes, Hazel A.

AU - Pringle, Paul G.

PY - 2018/11/26

Y1 - 2018/11/26

N2 - A completely inorganic version of one of the most famous organophosphorus compounds, triphenylphosphine, has been prepared. A comparison of the crystal structures of inorganic triphenylphosphine, PBaz3 (where Baz=B3H2N3H3) and PPh3 shows that they have superficial similarities and furthermore, the Lewis basicities of the two compounds are remarkably similar. However, their oxygenation and hydrolysis reactions are starkly different. PBaz3 reacts quantitatively with water to give PH3 and with the oxidizing agent ONMe3 to give the triply-O-inserted product P(OBaz)3, an inorganic version of triphenyl phosphite; a corresponding transformation with PPh3 is inconceivable. Thermodynamically, what drives these striking differences in the chemistry of PBaz3 and PPh3 is the great strength of the B−O bond.

AB - A completely inorganic version of one of the most famous organophosphorus compounds, triphenylphosphine, has been prepared. A comparison of the crystal structures of inorganic triphenylphosphine, PBaz3 (where Baz=B3H2N3H3) and PPh3 shows that they have superficial similarities and furthermore, the Lewis basicities of the two compounds are remarkably similar. However, their oxygenation and hydrolysis reactions are starkly different. PBaz3 reacts quantitatively with water to give PH3 and with the oxidizing agent ONMe3 to give the triply-O-inserted product P(OBaz)3, an inorganic version of triphenyl phosphite; a corresponding transformation with PPh3 is inconceivable. Thermodynamically, what drives these striking differences in the chemistry of PBaz3 and PPh3 is the great strength of the B−O bond.

KW - boron

KW - inorganic chemistry

KW - main group elements

KW - phosphorus

KW - structure elucidation

UR - https://www.scopus.com/pages/publications/85056192182

U2 - 10.1002/anie.201810366

DO - 10.1002/anie.201810366

M3 - Article (Academic Journal)

C2 - 30311990

AN - SCOPUS:85056192182

SN - 1433-7851

VL - 57

SP - 15802

EP - 15806

JO - Angewandte Chemie - International Edition

JF - Angewandte Chemie - International Edition

IS - 48

ER -

Inorganic Triphenylphosphine

Abstract

Research Groups and Themes

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Professor Natalie Fey

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Inorganic Triphenylphosphine

Abstract

Research Groups and Themes

Keywords

Access to Document

Handle.net

Other files and links

Fingerprint

Profiles

Professor Natalie Fey

Cite this