Lithium-aluminate-catalyzed hydrophosphination applications

Victoria A. Pollard; Allan Young; Ross McLellan; Alan R. Kennedy; Tell Tuttle; Robert E. Mulvey

doi:10.1002/anie.201906807

Lithium-aluminate-catalyzed hydrophosphination applications

Victoria A. Pollard, Allan Young, Ross McLellan, Alan R. Kennedy, Tell Tuttle, Robert E. Mulvey

Pure And Applied Chemistry

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

42 Citations (Scopus)

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Abstract

Synthesized, isolated, and characterized by X-ray crystallography and NMR spectroscopic studies, lithium phosphidoaluminate iBu₃AlPPh₂Li(THF)₃ has been tested as a catalyst for hydrophosphination of alkynes, alkenes, and carbodiimides. Based on the collective evidence of stoichiometric reactions, NMR monitoring studies, kinetic analysis, and DFT calculations, a mechanism involving deprotonation, alkyne insertion and protonolysis is proposed for the [iBu₃AlHLi]₂ aluminate-catalyzed hydrophosphination of alkynes with diphenylphosphine. This study enhances further the development of transition metal free, atom economical homogeneous catalysis using common sustainable main group metals.

Original language	English
Pages (from-to)	12291-12296
Number of pages	6
Journal	Angewandte Chemie International Edition
Volume	58
Issue number	35
Early online date	1 Jul 2019
DOIs	https://doi.org/10.1002/anie.201906807
Publication status	Published - 26 Aug 2019

Keywords

aluminate
homogeneous catalysis
hydrophosphination
lithium
phosphine

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10.1002/anie.201906807Licence: CC BY 4.0

Mulvey-etal-ACIE-2019-lithium-aluminate-catalyzed-hydrophosphination-applicationsFinal published version, 1.79 MBLicence: CC BY 4.0

Doctoral Training Partnership (DTP - University of Strathclyde) | Pollard-Nelson, Victoria
Mulvey, R. (Principal Investigator), Hevia, E. (Co-investigator) & Pollard-Nelson, V. (Research Co-investigator)
EPSRC (Engineering and Physical Sciences Research Council)
1/10/15 → 10/05/19
Project: Research Studentship - Internally Allocated
E Infrastructure Bid - Capital Equipment Bid
Littlejohn, D. (Principal Investigator), Fedorov, M. (Co-investigator), Mulheran, P. (Co-investigator) & Reese, J. (Co-investigator)
EPSRC (Engineering and Physical Sciences Research Council)
20/01/12 → 31/03/12
Project: Research

Data for: "Lithium aluminate catalyzed hydrophosphination applications"
Mulvey, R. (Creator), Pollard, V. (Creator), McLellan, R. (Contributor), Kennedy, A. (Contributor), Tuttle, C. (Contributor) & Young, A. (Contributor), University of Strathclyde, 2 Jul 2019
DOI: 10.15129/b7fc7e13-84f5-430c-b3ef-1e3ba380c003
Dataset

Alkali Metal Mediation in Synthesis and Homogeneous Catalysis
Mulvey, R. (Speaker)
6 Mar 2019
Activity: Talk or presentation types › Invited talk

Cite this

@article{30b2248d5596412fa13903aaf681e5ca,

title = "Lithium-aluminate-catalyzed hydrophosphination applications",

abstract = "Synthesized, isolated, and characterized by X-ray crystallography and NMR spectroscopic studies, lithium phosphidoaluminate iBu3AlPPh2Li(THF)3 has been tested as a catalyst for hydrophosphination of alkynes, alkenes, and carbodiimides. Based on the collective evidence of stoichiometric reactions, NMR monitoring studies, kinetic analysis, and DFT calculations, a mechanism involving deprotonation, alkyne insertion and protonolysis is proposed for the [iBu3AlHLi]2 aluminate-catalyzed hydrophosphination of alkynes with diphenylphosphine. This study enhances further the development of transition metal free, atom economical homogeneous catalysis using common sustainable main group metals.",

keywords = "aluminate, homogeneous catalysis, hydrophosphination, lithium, phosphine",

author = "Pollard, {Victoria A.} and Allan Young and Ross McLellan and Kennedy, {Alan R.} and Tell Tuttle and Mulvey, {Robert E.}",

year = "2019",

month = aug,

day = "26",

doi = "10.1002/anie.201906807",

language = "English",

volume = "58",

pages = "12291--12296",

journal = "Angewandte Chemie International Edition",

issn = "1433-7851",

number = "35",

}

TY - JOUR

T1 - Lithium-aluminate-catalyzed hydrophosphination applications

AU - Pollard, Victoria A.

AU - Young, Allan

AU - McLellan, Ross

AU - Kennedy, Alan R.

AU - Tuttle, Tell

AU - Mulvey, Robert E.

PY - 2019/8/26

Y1 - 2019/8/26

N2 - Synthesized, isolated, and characterized by X-ray crystallography and NMR spectroscopic studies, lithium phosphidoaluminate iBu3AlPPh2Li(THF)3 has been tested as a catalyst for hydrophosphination of alkynes, alkenes, and carbodiimides. Based on the collective evidence of stoichiometric reactions, NMR monitoring studies, kinetic analysis, and DFT calculations, a mechanism involving deprotonation, alkyne insertion and protonolysis is proposed for the [iBu3AlHLi]2 aluminate-catalyzed hydrophosphination of alkynes with diphenylphosphine. This study enhances further the development of transition metal free, atom economical homogeneous catalysis using common sustainable main group metals.

AB - Synthesized, isolated, and characterized by X-ray crystallography and NMR spectroscopic studies, lithium phosphidoaluminate iBu3AlPPh2Li(THF)3 has been tested as a catalyst for hydrophosphination of alkynes, alkenes, and carbodiimides. Based on the collective evidence of stoichiometric reactions, NMR monitoring studies, kinetic analysis, and DFT calculations, a mechanism involving deprotonation, alkyne insertion and protonolysis is proposed for the [iBu3AlHLi]2 aluminate-catalyzed hydrophosphination of alkynes with diphenylphosphine. This study enhances further the development of transition metal free, atom economical homogeneous catalysis using common sustainable main group metals.

KW - aluminate

KW - homogeneous catalysis

KW - hydrophosphination

KW - lithium

KW - phosphine

U2 - 10.1002/anie.201906807

DO - 10.1002/anie.201906807

M3 - Article

SN - 1433-7851

VL - 58

SP - 12291

EP - 12296

JO - Angewandte Chemie International Edition

JF - Angewandte Chemie International Edition

IS - 35

ER -

Lithium-aluminate-catalyzed hydrophosphination applications

Abstract

Keywords

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Projects

Doctoral Training Partnership (DTP - University of Strathclyde) | Pollard-Nelson, Victoria

E Infrastructure Bid - Capital Equipment Bid

Datasets

Data for: "Lithium aluminate catalyzed hydrophosphination applications"

Activities

Alkali Metal Mediation in Synthesis and Homogeneous Catalysis

Cite this