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New tetraphosphorus ligands for highly linear selective hydroformylation of allyl and vinyl derivatives.
Chemistry. 2012 Aug 06; 18(32):9992-8.C

Abstract

New tetraphosphorus ligands have been developed and applied in the rhodium-catalyzed regioselective hydroformylation of a variety of functionalized allyl and vinyl derivatives. Remarkably high linear selectivity was obtained by these tetraphosphorus ligands. The ligand that bears strong electron-withdrawing 2,4-difluorophenyl groups is the most effective one in affording linear aldehydes. The Rh/tetraphosphorus ligand catalyst is highly effective to produce linear aldehydes from functionalized allyl derivatives with heteroatoms or aromatic groups directly adjacent to the allyl group. For vinyl derivatives, the ligand is highly linear selective for acrylic derivatives, styrene, vinyl pyridine, and vinyl phthalimide. Linear to branch ratios of 26:1 and 10:1 were obtained for the hydroformylation of styrene and allyl cyanide, respectively.

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Publisher Full Text (DOI)

Authors+Show Affiliations

Cai C
Department of Medicinal Chemistry, Rutgers, The State University of New Jersey, Piscataway, NJ 08854, USA.
Yu S
No affiliation info available
Cao B
No affiliation info available
Zhang X
No affiliation info available

MeSH

AlkenesCatalysisLigandsMolecular StructureOrganophosphorus CompoundsRhodiumStereoisomerismVinyl Compounds

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't
Research Support, U.S. Gov't, Non-P.H.S.

Language

eng

PubMed ID

22782739

Citation

Cai, Chaoxian, et al. "New Tetraphosphorus Ligands for Highly Linear Selective Hydroformylation of Allyl and Vinyl Derivatives." Chemistry (Weinheim an Der Bergstrasse, Germany), vol. 18, no. 32, 2012, pp. 9992-8.
Cai C, Yu S, Cao B, et al. New tetraphosphorus ligands for highly linear selective hydroformylation of allyl and vinyl derivatives. Chemistry. 2012;18(32):9992-8.
Cai, C., Yu, S., Cao, B., & Zhang, X. (2012). New tetraphosphorus ligands for highly linear selective hydroformylation of allyl and vinyl derivatives. Chemistry (Weinheim an Der Bergstrasse, Germany), 18(32), 9992-8. https://doi.org/10.1002/chem.201201396
Cai C, et al. New Tetraphosphorus Ligands for Highly Linear Selective Hydroformylation of Allyl and Vinyl Derivatives. Chemistry. 2012 Aug 6;18(32):9992-8. PubMed PMID: 22782739.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - New tetraphosphorus ligands for highly linear selective hydroformylation of allyl and vinyl derivatives. AU - Cai,Chaoxian, AU - Yu,Shichao, AU - Cao,Bonan, AU - Zhang,Xumu, Y1 - 2012/07/10/ PY - 2012/04/23/received PY - 2012/7/12/entrez PY - 2012/7/12/pubmed PY - 2013/1/5/medline SP - 9992 EP - 8 JF - Chemistry (Weinheim an der Bergstrasse, Germany) JO - Chemistry VL - 18 IS - 32 N2 - New tetraphosphorus ligands have been developed and applied in the rhodium-catalyzed regioselective hydroformylation of a variety of functionalized allyl and vinyl derivatives. Remarkably high linear selectivity was obtained by these tetraphosphorus ligands. The ligand that bears strong electron-withdrawing 2,4-difluorophenyl groups is the most effective one in affording linear aldehydes. The Rh/tetraphosphorus ligand catalyst is highly effective to produce linear aldehydes from functionalized allyl derivatives with heteroatoms or aromatic groups directly adjacent to the allyl group. For vinyl derivatives, the ligand is highly linear selective for acrylic derivatives, styrene, vinyl pyridine, and vinyl phthalimide. Linear to branch ratios of 26:1 and 10:1 were obtained for the hydroformylation of styrene and allyl cyanide, respectively. SN - 1521-3765 UR - https://www.unboundmedicine.com/medline/citation/22782739/New_tetraphosphorus_ligands_for_highly_linear_selective_hydroformylation_of_allyl_and_vinyl_derivatives_ L2 - https://doi.org/10.1002/chem.201201396 DB - PRIME DP - Unbound Medicine ER -