(π-Allyl)palladium Complexes Bearing Diphosphinidenecyclobutene Ligands (DPCB): Highly Active Catalysts for Direct Conversion of Allylic Alcohols
Citations Over TimeTop 1% of 2002 papers
Abstract
The (pi-allyl)palladium complex bearing an sp2-hybridized phosphorus ligand (DPCB-OMe: 1,2-bis(4-methoxyphenyl)-3,4-bis[(2,4,6-tri-tert-butylphenyl)phosphinidene]cyclobutene) efficiently catalyzes direct conversion of allylic alcohols in the absence of activating agents of alcohols such as Lewis acids. N-Allylation of aniline proceeds at room temperature to afford monoallylated anilines in 90-97% yields. C-Allylation of active methylene compounds is also successful at 50 degrees C using a catalytic amount of pyridine as a base, giving monoallylation products in 85-95% yields. The catalytic mechanism involving hydrido- and (pi-allyl)palladium intermediates has been proposed on the basis of stoichiometric examinations using model compounds of presumed intermediates.
Related Papers
- → Trapping Rare and Elusive Phosphinidene Chalcogenides(2017)45 cited
- → PH3 as a Phosphorus Source for Phosphinidene–Carbene Adducts and Phosphinidene–Transition Metal Complexes(2016)22 cited
- → Trapping Rare and Elusive Phosphinidene Chalcogenides(2017)18 cited
- → Access to New Phosphorus Structures by the Way of the Transient Terminal Phosphinidene Complexes(1993)5 cited
- → ChemInform Abstract: Introducing New Phosphorus Substituents in Terminal Phosphinidene Complexes. An Illustration with ((Ethoxycarbonyl)phosphinidene)‐, (tert.‐Butoxyphosphinidene)‐, and (Fluorenylphosphinidene)pentacarbonyltungsten Complexes.(1988)