Journal
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
Volume -, Issue 9, Pages 1387-1393Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejic.201101383
Keywords
Palladium; Carbene ligands; Cross-coupling; Homogeneous catalysis; Allyl ligands
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Funding
- Japan Society for the Promotion of Science (JSPS) [22550044]
- Chuo University
- Grants-in-Aid for Scientific Research [22550044] Funding Source: KAKEN
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A series of allyl 1,2,3-triazol-5-ylidene (tzNHC) palladium complexes was prepared, and the structures of the complexes were fully characterized by NMR and X-ray diffraction analyses. The donor properties of these ligands were evaluated by studying the vibrational spectra of their carbonyliridium complexes and their X-ray photoelectron spectra. These evaluations showed that the structures of the tzNHC palladium complexes are almost identical to those of the corresponding imidazole carbene palladium complexes, and that the tzNHC ligands have stronger donor properties than the imidazole carbene ligands. The relationship between catalytic activity and structure was examined by carrying out a room-temperature SuzukiMiyaura coupling reaction, and the cinnamylpalladium complex bearing 1,4-bis(2,6-diisopropylphenyl)-3-methyl-1,2,3-triazol-5-ylidene (TPr) was found to be the most active catalyst. (cinnamyl)(TPr)PdCl showed high activity in the room-temperature reaction performed with aryl chlorides regardless of the electronic and steric properties of the substituents, and was effective in reactions with sterically crowded arylboronic acids.
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