A New Biarylphosphine Ligand for the Pd-Catalyzed Synthesis of Diaryl Ethers under Mild Conditions
- 19 December 2011
- journal article
- letter
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 14 (1) , 170-173
Abstract
A new bulky biarylphosphine ligand (L8) has been developed that allows the Pd-catalyzed C–O cross-coupling of a wide range of aryl halides and phenols under milder conditions than previously possible. A direct correlation between the size of the ligand substituents in the 2′, 4′, and 6′ positions of the nonphosphine containing ring and the reactivity of the derived catalyst system was observed. Specifically, the rate of coupling increased with the size of these substituents.Keywords
This publication has 47 references indexed in Scilit:
- A Single Phosphine Ligand Allows Palladium‐Catalyzed Intermolecular C-O Bond Formation with Secondary and Primary AlcoholsAngewandte Chemie International Edition, 2011
- Synthesis and SAR of (piperazin-1-yl-phenyl)-arylsulfonamides: A novel series of atypical antipsychotic agentsBioorganic & Medicinal Chemistry Letters, 2010
- Pd-Catalyzed Cross-Coupling Reactions of Amides and Aryl MesylatesOrganic Letters, 2010
- Orthogonal Cu- and Pd-Based Catalyst Systems for the O- and N-Arylation of AminophenolsJournal of the American Chemical Society, 2009
- Pd-Catalyzed N-Arylation of Secondary Acyclic Amides: Catalyst Development, Scope, and Computational StudyJournal of the American Chemical Society, 2009
- Pd-Catalyzed Conversion of Aryl Chlorides, Triflates, and Nonaflates to NitroaromaticsJournal of the American Chemical Society, 2009
- An efficient system for the Pd-catalyzed cross-coupling of amides and aryl chloridesTetrahedron, 2009
- New N-Heterocyclic Carbene Ligand and Its Application in Asymmetric Nickel-Catalyzed Aldehyde/Alkyne Reductive CouplingsJournal of the American Chemical Society, 2007
- Mild Ullmann‐Type Biaryl Ether Formation Reaction by Combination of ortho‐Substituent and Ligand EffectsAngewandte Chemie International Edition, 2006
- Cognition-activating properties of 3-(aryloxy)pyridinesJournal of Medicinal Chemistry, 1981