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Synthesis and electrochemistry of late transition metal complexes containing 1,1′-bis(dicyclohexylphosphino)ferrocene (dcpf). The X-ray structure of [PdCl2(dcpf)] and Buchwald-Hartwig catalysis using [PdCl2(bisphosphinometallocene)] precursors
Authors:Laura E. Hagopian  James A. Golen  Arnold L. Rheingold
Affiliation:a Department of Chemistry, Lafayette College, Hugel Science Center, Easton, PA 18042, USA
b Department of Chemistry and Biochemistry, University of California, San Diego, La Jolla, CA 92093, USA
Abstract:The electrochemistry of 1,1′-bis(dicyclohexylylphosphino)ferrocene (dcpf) was examined in methylene chloride with tetrabutylammonium hexafluorophosphate or tetrabutylammonium tetrakis(pentafluorophenyl)borate as the supporting electrolyte. The oxidation of dcpf is complicated by a follow-up reaction. Seven new complexes containing dcpf and one new compound containing 1,1′-bis(di-tert-butylphosphino)ferrocene (dtbpf) were prepared and characterized. The new complexes were analyzed by cyclic voltammetry and the oxidation of these complexes occurred at a more positive potential than the free ligand. In addition, the X-ray structure of [PdCl2(dcpf)] was determined and compared to other palladium complexes containing bisphosphinometallocene ligands. Five different palladium complexes containing bisphosphinometallocene ligands were examined as catalyst precursors in Buchwald-Hartwig catalysis.
Keywords:Electrochemistry   Cyclic voltammetry   Crystal structure   1,1&prime  -Bis(dicyclohexylphosphino)ferrocene   1,1&prime  -Bis(diphenylphosphino)ferrocene   Buchwald-Hartwig catalysis
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