P,P-dimethylformylphosphine: the phosphorus analogue of N,N-dimethylformamide

Kevin M. Szkop; Andrew R. Jupp; Douglas W. Stephan

doi:10.1021/jacs.8b09266

P,P-dimethylformylphosphine: the phosphorus analogue of N,N-dimethylformamide

Kevin M. Szkop, Andrew R. Jupp, Douglas W. Stephan

Chemistry

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

8 Citations (Scopus)

Abstract

The neutral PCO derivative Ph₃GePCO undergoes addition of borohydride to generate the anion [Ph₃GePC(H)OBPh₃]⁻. A subsequent deprotection strategy provides access to the monomethyl and dimethylformyl phosphines, Ph₃GeP(Me)C(H)O and Me₂PC(H)O, respectively. The latter species which is the phosphorus analogue of DMF, was characterized and shown to complex via phosphorus to Ru. A computational study also highlights the similarities and differences between the P- and N-containing molecules.

Original language	English
Pages (from-to)	12751–12755
Number of pages	5
Journal	Journal of the American Chemical Society
Volume	140
Issue number	40
Early online date	1 Oct 2018
DOIs	https://doi.org/10.1021/jacs.8b09266
Publication status	Published - 10 Oct 2018

Access to Document

10.1021/jacs.8b09266Licence: None: All rights reserved

Cite this

@article{1a136fd9f4f74bdfbffc1fb181fb0b2e,

title = "P,P-dimethylformylphosphine: the phosphorus analogue of N,N-dimethylformamide",

abstract = "The neutral PCO derivative Ph3GePCO undergoes addition of borohydride to generate the anion [Ph3GePC(H)OBPh3]−. A subsequent deprotection strategy provides access to the monomethyl and dimethylformyl phosphines, Ph3GeP(Me)C(H)O and Me2PC(H)O, respectively. The latter species which is the phosphorus analogue of DMF, was characterized and shown to complex via phosphorus to Ru. A computational study also highlights the similarities and differences between the P- and N-containing molecules.",

author = "Szkop, {Kevin M.} and Jupp, {Andrew R.} and Stephan, {Douglas W.}",

year = "2018",

month = oct,

day = "10",

doi = "10.1021/jacs.8b09266",

language = "English",

volume = "140",

pages = "12751–12755",

journal = "Journal of the American Chemical Society",

issn = "0002-7863",

publisher = "American Chemical Society",

number = "40",

}

TY - JOUR

T1 - P,P-dimethylformylphosphine

T2 - the phosphorus analogue of N,N-dimethylformamide

AU - Szkop, Kevin M.

AU - Jupp, Andrew R.

AU - Stephan, Douglas W.

PY - 2018/10/10

Y1 - 2018/10/10

N2 - The neutral PCO derivative Ph3GePCO undergoes addition of borohydride to generate the anion [Ph3GePC(H)OBPh3]−. A subsequent deprotection strategy provides access to the monomethyl and dimethylformyl phosphines, Ph3GeP(Me)C(H)O and Me2PC(H)O, respectively. The latter species which is the phosphorus analogue of DMF, was characterized and shown to complex via phosphorus to Ru. A computational study also highlights the similarities and differences between the P- and N-containing molecules.

AB - The neutral PCO derivative Ph3GePCO undergoes addition of borohydride to generate the anion [Ph3GePC(H)OBPh3]−. A subsequent deprotection strategy provides access to the monomethyl and dimethylformyl phosphines, Ph3GeP(Me)C(H)O and Me2PC(H)O, respectively. The latter species which is the phosphorus analogue of DMF, was characterized and shown to complex via phosphorus to Ru. A computational study also highlights the similarities and differences between the P- and N-containing molecules.

U2 - 10.1021/jacs.8b09266

DO - 10.1021/jacs.8b09266

M3 - Article

VL - 140

SP - 12751

EP - 12755

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

SN - 0002-7863

IS - 40

ER -

P,P-dimethylformylphosphine: the phosphorus analogue of N,N-dimethylformamide

Abstract

Access to Document

Fingerprint

Cite this