Synthesis of New Chiral Bidentate Isonitrile鈥揂cyclic Diaminocarbene Palladium(II) Compounds and Their Catalytic Activity

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• 作者：Matthias Knorn ; Eugen Lutsker ; Oliver Reiser
• 刊名：Organometallics
• 出版年：2015
• 出版时间：September 28, 2015
• 年：2015
• 卷：34
• 期：18
• 页码：4515-4520
• 全文大小：410K
• ISSN：1520-6041

文摘

Five new chiral bidentate isonitrile鈥揹iaminocarbene palladium(II) complexes (5a鈥?b>5e) as well as the bis-diaminocarbene complex 6 were prepared by metal-mediated nucleophilic addition of amines to the corresponding bisisonitrile鈥損alladium(II) compound 4. The new chelates were fully characterized by 1D and 2D NMR experiments, IR, and ESI-MS. In addition, the X-ray structure of 5a, 5c, and 6 could be analyzed, showing different sterical properties. We furthermore investigated the relationship between their structure and their catalytic activity. The mixed ligand complexes 5a and 5c showed high activity both in Suzuki鈥揗iyaura cross-coupling and in intermolecular asymmetric allylic alkylation (AAA) reactions as well as moderate chiral induction in the AAA.