Triazole‐Functionalized N‐Heterocyclic Carbene Complexes of Palladium and Platinum and Efficient Aqueous Suzuki–Miyaura Coupling Reaction |
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| Authors: | Shaojin Gu Hui Xu Na Zhang Dr. Wanzhi Chen Prof. Dr. |
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| Affiliation: | 1. Department of Chemistry, Zhejiang University, Hangzhou 310028 (P. R. China), Fax: (+86)?571‐88273314;2. State Key Laboratory of Elemento‐organic Chemistry, Nankai University, Tianjing 300071 (P. R. China) |
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| Abstract: | Imidazolium salts bearing triazole groups are synthesized via a copper catalyzed click reaction, and the silver, palladium, and platinum complexes of their N‐heterocyclic carbenes are studied. [Ag4(L1)4](PF6)4, [Pd(L1)Cl](PF6), [Pt(L1)Cl](PF6) (L1=3‐((1‐benzyl‐1H‐1,2,3‐triazol‐4‐yl)methyl)‐1‐(pyrimidin‐2‐yl)‐1H‐imidazolylidene), [Pd2(L2)2Cl2](PF6)2, and [Pd(L2)2](PF6)2 (L2=1‐butyl‐3‐((1‐(pyridin‐2‐yl)‐1H‐1,2,3‐triazol‐4‐yl)methyl)imidazolylidene) have been synthesized and fully characterized by NMR, elemental analysis, and X‐ray crystallography. The silver complex [Ag4(L1)4](PF6)4 consists of a Ag4 zigzag chain. The complexes [Pd(L1)Cl](PF6) and [Pt(L1)Cl](PF6), containing a nonsymmetrical NCN ′ pincer ligand, are square planar with a chloride trans to the carbene donor. [Pd2(L2)2Cl2](PF6)2 consists of two palladium centers with CN2Cl coordination mode, whereas the palladium in [Pd(L2)2](PF6)2 is surrounded by two carbene and two triazole groups with two uncoordinated pyridines. The palladium compounds are highly active for Suzuki–Miyaura cross coupling reactions of aryl bromides and 1,1‐dibromo‐1‐alkenes in neat water under an air atmosphere. |
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| Keywords: | click chemistry N‐heterocyclic carbenes palladium platinum Suzuki– Miyaura reaction |
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