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Rhodium catalyzed hydroformylation assisted by cyclodextrins in biphasic medium: Can sulfonated naphthylphosphanes lead to active, selective and recyclable catalytic species?

Paper ID Volume ID Publish Year Pages File Format Full-Text
54011 46993 2015 8 PDF Available
Title
Rhodium catalyzed hydroformylation assisted by cyclodextrins in biphasic medium: Can sulfonated naphthylphosphanes lead to active, selective and recyclable catalytic species?
Abstract

•Sulfonation of naphthylphosphanes leads to aqueous ligands with a sulfonation degree around 2.•2-Naphthylphosphanes lead to active and recyclable catalytic systems.•1-Naphthylphosphanes lead to a decoordination of the phosphanes from the metal center under CO/H2 atmosphere.•Displacements toward low-coordinated species were observed in the presence of RAME-β-CD.

New sulfonated naphthylphosphanes having an average sulfonation degree around 2 have been synthetized and tested as ligand in the aqueous biphasic Rh-catalyzed hydroformylation of 1-decene assisted by randomly methylated β-cyclodextrins. All these water-soluble phosphanes associated to a rhodium precursor were able to perform aqueous hydroformylation of 1-decene. The best results in terms of catalyst recovery and recycling were obtained with sulfonated 2-naphthylphosphanes. With sulfonated 1-naphthylphosphanes, formation of low-coordinated catalytic species leading to a catalyst leaching in the organic phase was postulated. These results were rationalized by considering that sulfonated 1-naphthylphosphanes are bulkier ligands than sulfonated 2-naphthylphosphanes.

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Keywords
Sulfonated phosphane; Rhodium; Hydroformylation; Biphasic catalysis; Cyclodextrin; Supramolecular chemistry
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Rhodium catalyzed hydroformylation assisted by cyclodextrins in biphasic medium: Can sulfonated naphthylphosphanes lead to active, selective and recyclable catalytic species?
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Publisher
Database: Elsevier - ScienceDirect
Journal: Catalysis Today - Volume 247, 1 June 2015, Pages 47–54
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis
Get Full-Text Now
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Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
Online Support
Any Questions? feel free to contact us