Exploring the role of phosphorus substituents on the enantioselectivity of Ru-catalysed ketone hydrogenation using tridentate phosphine-diamine ligands

Scott David Phillips; Kristian H. O. Andersson; Nina Kann; Michael T. Kuntz; Marcia B. France; Piotr Wawrzyniak; Matt  Clarke

doi:10.1039/c1cy00253h

Exploring the role of phosphorus substituents on the enantioselectivity of Ru-catalysed ketone hydrogenation using tridentate phosphine-diamine ligands

Scott David Phillips, Kristian H. O. Andersson, Nina Kann, Michael T. Kuntz, Marcia B. France, Piotr Wawrzyniak, Matt Clarke

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

Abstract

Methods to produce a range of new phosphine-diamine ligands from phosphino-aldehydes have been developed and a hypothesis that larger P-substituents would increase the enantioselectivity towards the (S) isomer in Ru-catalysed ketone hydrogenation of acetophenone has been examined; the successful validation of this hypothesis is further evidence that the mechanism of these catalysts involves a secondary amine assisted reduction.

Original language	English
Pages (from-to)	1336-1339
Number of pages	4
Journal	Catalysis Science & Technology
Volume	1
Issue number	8
DOIs	https://doi.org/10.1039/c1cy00253h
Publication status	Published - Nov 2011

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10.1039/c1cy00253h

Highly reactive catalysts: Highly reactive catalysts for the hydrogenation of poorly reactive substrates
Clarke, M. (PI)
EPSRC
1/06/09 → 31/10/10
Project: Standard
Self assembly of asymmetric catalysts: Self-assembly of asymmetric catalysts
Clarke, M. (PI)
EPSRC
1/04/09 → 31/03/12
Project: Standard
EP/F030576 Ruthenium complexes: Ruthenium complexes of chiral tridentate ligands: a new class of catalyst for asymmetric ketone and imine hydrogenation
Clarke, M. (PI)
EPSRC
1/11/07 → 31/07/11
Project: Standard

Cite this

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title = "Exploring the role of phosphorus substituents on the enantioselectivity of Ru-catalysed ketone hydrogenation using tridentate phosphine-diamine ligands",

abstract = "Methods to produce a range of new phosphine-diamine ligands from phosphino-aldehydes have been developed and a hypothesis that larger P-substituents would increase the enantioselectivity towards the (S) isomer in Ru-catalysed ketone hydrogenation of acetophenone has been examined; the successful validation of this hypothesis is further evidence that the mechanism of these catalysts involves a secondary amine assisted reduction.",

author = "Phillips, {Scott David} and Andersson, {Kristian H. O.} and Nina Kann and Kuntz, {Michael T.} and France, {Marcia B.} and Piotr Wawrzyniak and Matt Clarke",

year = "2011",

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doi = "10.1039/c1cy00253h",

language = "English",

volume = "1",

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journal = "Catalysis Science & Technology",

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publisher = "Royal Society of Chemistry",

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AU - Phillips, Scott David

AU - Andersson, Kristian H. O.

AU - Kann, Nina

AU - Kuntz, Michael T.

AU - France, Marcia B.

AU - Wawrzyniak, Piotr

AU - Clarke, Matt

PY - 2011/11

Y1 - 2011/11

N2 - Methods to produce a range of new phosphine-diamine ligands from phosphino-aldehydes have been developed and a hypothesis that larger P-substituents would increase the enantioselectivity towards the (S) isomer in Ru-catalysed ketone hydrogenation of acetophenone has been examined; the successful validation of this hypothesis is further evidence that the mechanism of these catalysts involves a secondary amine assisted reduction.

AB - Methods to produce a range of new phosphine-diamine ligands from phosphino-aldehydes have been developed and a hypothesis that larger P-substituents would increase the enantioselectivity towards the (S) isomer in Ru-catalysed ketone hydrogenation of acetophenone has been examined; the successful validation of this hypothesis is further evidence that the mechanism of these catalysts involves a secondary amine assisted reduction.

U2 - 10.1039/c1cy00253h

DO - 10.1039/c1cy00253h

M3 - Article

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VL - 1

SP - 1336

EP - 1339

JO - Catalysis Science & Technology

JF - Catalysis Science & Technology

IS - 8

ER -

Exploring the role of phosphorus substituents on the enantioselectivity of Ru-catalysed ketone hydrogenation using tridentate phosphine-diamine ligands

Abstract

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Projects

Highly reactive catalysts: Highly reactive catalysts for the hydrogenation of poorly reactive substrates

Self assembly of asymmetric catalysts: Self-assembly of asymmetric catalysts

EP/F030576 Ruthenium complexes: Ruthenium complexes of chiral tridentate ligands: a new class of catalyst for asymmetric ketone and imine hydrogenation

Cite this