Towards the synthesis of perfluoroalkylated derivatives of Xantphos

Dave J Adams; David John Cole-Hamilton; Duncan AJ Harding; Eric G Hope; Peter Pogorzelec; Alison M Stuart

doi:10.1016/j.tet.2004.02.070

Towards the synthesis of perfluoroalkylated derivatives of Xantphos

Dave J Adams, David John Cole-Hamilton, Duncan AJ Harding, Eric G Hope, Peter Pogorzelec, Alison M Stuart

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

18 Citations (Scopus)

Abstract

An analogue of Xantphos incorporating four perfluoroalkyl groups has been prepared and successfully used as a ligand in the rhodium-catalysed hydroformylation of 1-octene in toluene. A number of perfluoroalkylated xanthene backbones have also been synthesised, but their conversion into preferentially perfluorocarbon solvent soluble Xantphos-type ligands, suitable for catalysis in fluorocarbon solvents, has not been successful. (C) 2004 Elsevier Ltd. All rights reserved.

Original language	English
Pages (from-to)	4079-4085
Number of pages	7
Journal	Tetrahedron
Volume	60
Issue number	18
DOIs	https://doi.org/10.1016/j.tet.2004.02.070
Publication status	Published - 26 Apr 2004

Keywords

fluorine
fluorinated ligands
phosphines
homogeneous catalysis
hydroformylation
RHODIUM-CATALYZED HYDROFORMYLATION
PARTITION-COEFFICIENTS
HOMOGENEOUS CATALYSIS
FLUOROUS SOLVENTS
BITE ANGLE
LIGANDS
SEPARATION
COMPLEXES
DIPHOSPHINES
REAGENTS

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10.1016/j.tet.2004.02.070

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title = "Towards the synthesis of perfluoroalkylated derivatives of Xantphos",

abstract = "An analogue of Xantphos incorporating four perfluoroalkyl groups has been prepared and successfully used as a ligand in the rhodium-catalysed hydroformylation of 1-octene in toluene. A number of perfluoroalkylated xanthene backbones have also been synthesised, but their conversion into preferentially perfluorocarbon solvent soluble Xantphos-type ligands, suitable for catalysis in fluorocarbon solvents, has not been successful. (C) 2004 Elsevier Ltd. All rights reserved.",

keywords = "fluorine, fluorinated ligands, phosphines, homogeneous catalysis, hydroformylation, RHODIUM-CATALYZED HYDROFORMYLATION, PARTITION-COEFFICIENTS, HOMOGENEOUS CATALYSIS, FLUOROUS SOLVENTS, BITE ANGLE, LIGANDS, SEPARATION, COMPLEXES, DIPHOSPHINES, REAGENTS",

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AU - Adams, Dave J

AU - Cole-Hamilton, David John

AU - Harding, Duncan AJ

AU - Hope, Eric G

AU - Pogorzelec, Peter

AU - Stuart, Alison M

PY - 2004/4/26

Y1 - 2004/4/26

N2 - An analogue of Xantphos incorporating four perfluoroalkyl groups has been prepared and successfully used as a ligand in the rhodium-catalysed hydroformylation of 1-octene in toluene. A number of perfluoroalkylated xanthene backbones have also been synthesised, but their conversion into preferentially perfluorocarbon solvent soluble Xantphos-type ligands, suitable for catalysis in fluorocarbon solvents, has not been successful. (C) 2004 Elsevier Ltd. All rights reserved.

AB - An analogue of Xantphos incorporating four perfluoroalkyl groups has been prepared and successfully used as a ligand in the rhodium-catalysed hydroformylation of 1-octene in toluene. A number of perfluoroalkylated xanthene backbones have also been synthesised, but their conversion into preferentially perfluorocarbon solvent soluble Xantphos-type ligands, suitable for catalysis in fluorocarbon solvents, has not been successful. (C) 2004 Elsevier Ltd. All rights reserved.

KW - fluorine

KW - fluorinated ligands

KW - phosphines

KW - homogeneous catalysis

KW - hydroformylation

KW - RHODIUM-CATALYZED HYDROFORMYLATION

KW - PARTITION-COEFFICIENTS

KW - HOMOGENEOUS CATALYSIS

KW - FLUOROUS SOLVENTS

KW - BITE ANGLE

KW - LIGANDS

KW - SEPARATION

KW - COMPLEXES

KW - DIPHOSPHINES

KW - REAGENTS

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DO - 10.1016/j.tet.2004.02.070

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SP - 4079

EP - 4085

JO - Tetrahedron

JF - Tetrahedron

IS - 18

ER -

Towards the synthesis of perfluoroalkylated derivatives of Xantphos

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Keywords

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