Modular Synthesis of Bidentate Triazolyl-Functionalized N-Heterocyclic Carbenes and Their Palladium Complexes

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• 作者：Stefan Warsink ; Ruben M. Drost ; Martin Lutz ; Anthony L. Spek ; Cornelis J. Elsevier
• 刊名：Organometallics
• 出版年：2010
• 出版时间：July 26, 2010
• 年：2010
• 卷：29
• 期：14
• 页码：3109-3116
• 全文大小：855K
• 年卷期：v.29,no.14(July 26, 2010)
• ISSN：1520-6041

文摘

New heterobidentate N-heterocyclic carbene-triazolyl ligands and several of their palladium(II) complexes have been synthesized in a modular fashion using click chemistry. These complexes are the first examples where triazolyl-substituted NHCs exhibit bidentate behavior, which was confirmed by NMR and X-ray diffraction studies. The synthesis of the complexes could be achieved in relatively few steps by introducing the diversity at a late stage in the synthesis. The complexes are active precatalysts in the transfer semihydrogenation of alkynes to Z-alkenes, with activity and selectivity depending on the triazolyl substituent and the NHC nitrogen substituent. Selectivities as high as 99% were observed.