Intramolecular hydroformylation of allyldiphenylphosphine using a monodentate phosphorus diamide based rhodium catalyst: An NMR study

Citation
Sc. Van Der Slot et al., Intramolecular hydroformylation of allyldiphenylphosphine using a monodentate phosphorus diamide based rhodium catalyst: An NMR study, ORGANOMETAL, 20(6), 2001, pp. 1079-1086
Citations number
25
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANOMETALLICS
ISSN journal
0276-7333 → ACNP
Volume
20
Issue
6
Year of publication
2001
Pages
1079 - 1086
Database
ISI
SICI code
0276-7333(20010319)20:6<1079:IHOAUA>2.0.ZU;2-7
Abstract
The stepwise intramolecular hydroformylation reaction of allyldiphenylphosp hine using a monodentate phosphorus diamide based rhodium catalyst has been studied using NMR spectroscopy. Reaction of the rhodium-hydride complex HR hL3CO (L = triethylbiuretphenylphosphorus diamide) with allyldiphenylphosph ine results in the formation of HRhL2-(allylPPh(2))CO. This compound underg oes hydride migration to form a cyclic rhodium-alkyl complex. When carbon m onoxide is added to this complex, ligand exchange and CO insertion occur, l eading to the formation of the cyclic rhodium-acyl complex Rh(CO)CH2CH2CH2P Ph2L(CO)(2). Addition of hydrogen completes the cycle forming the coordinat ed hydroformylated allyldiphenylphosphine ligand. The aldehyde-functionaliz ed phosphine ligand is hydrogenated to the corresponding alcohol.