{"database":"biostudies-literature","file_versions":[],"scores":null,"additional":{"submitter":["Denmark SE"],"funding":["NIGMS NIH HHS"],"pagination":["5730-5738"],"full_dataset_link":["https://www.ebi.ac.uk/biostudies/studies/S-EPMC3498085"],"repository":["biostudies-literature"],"omics_type":["Unknown"],"volume":["63(26)"],"pubmed_abstract":["The palladium-catalyzed cross-coupling reaction of potassium (4-methoxyphenyl)dimethylsilanolate (K(+)1(-)) with aryl bromides has been demonstrated using triphenylphosphine oxide as a stabilizing ligand. Unsymmetrical biaryls can be prepared from a variety of aryl bromides in good yield with short reaction times. Qualitative kinetics studies compared effects of different phosphine oxides on the rate of cross-coupling and established the beneficial effect of these ligands in the reaction of electron-rich arylsilanolates. The improved yield and reproducibility of the cross-coupling of several bromides was demonstrated by direct comparison of reactions performed with and without triphenylphosphine oxide under non-rigorous exclusion of oxygen."],"journal":["Tetrahedron"],"pubmed_title":["Phosphine Oxides as Stabilizing Ligands for the Palladium-Catalyzed Cross-Coupling of Potassium Aryldimethylsilanolates."],"pmcid":["PMC3498085"],"funding_grant_id":["R01 GM063167"],"pubmed_authors":["Denmark SE","Tymonko SA","Smith RC"],"additional_accession":[]},"is_claimable":false,"name":"Phosphine Oxides as Stabilizing Ligands for the Palladium-Catalyzed Cross-Coupling of Potassium Aryldimethylsilanolates.","description":"The palladium-catalyzed cross-coupling reaction of potassium (4-methoxyphenyl)dimethylsilanolate (K(+)1(-)) with aryl bromides has been demonstrated using triphenylphosphine oxide as a stabilizing ligand. Unsymmetrical biaryls can be prepared from a variety of aryl bromides in good yield with short reaction times. Qualitative kinetics studies compared effects of different phosphine oxides on the rate of cross-coupling and established the beneficial effect of these ligands in the reaction of electron-rich arylsilanolates. The improved yield and reproducibility of the cross-coupling of several bromides was demonstrated by direct comparison of reactions performed with and without triphenylphosphine oxide under non-rigorous exclusion of oxygen.","dates":{"release":"2007-01-01T00:00:00Z","publication":"2007 Jun","modification":"2025-04-26T10:34:51.711Z","creation":"2019-03-27T01:00:32Z"},"accession":"S-EPMC3498085","cross_references":{"pubmed":["23162169"],"doi":["10.1016/j.tet.2007.02.017"]}}