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

Knorn, Matthias and Lutsker, Eugen and Reiser, Oliver (2015) Synthesis of New Chiral Bidentate Isonitrile-Acyclic Diaminocarbene Palladium(II) Compounds and Their Catalytic Activity. ORGANOMETALLICS, 34 (18). pp. 4515-4520. ISSN 0276-7333, 1520-6041

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Abstract

Five new chiral bidentate isonitrile diamino-carbene palladium(II) complexes (5a-5e) as well as the bis-diaminocarbene complex 6 were prepared by metal-mediated nucleophilic addition of amines to the corresponding bisisonitrile palladium(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-Miyaura cross-coupling and in intermolecular asymmetric allylic alkylation (AAA) reactions as well as moderate chiral induction in the AAA.

Item Type: Article
Uncontrolled Keywords: ASYMMETRIC ALLYLIC ALKYLATION; N-HETEROCYCLIC-CARBENE; CROSS-COUPLING REACTIONS; METAL-COMPLEXES; AMINOCARBENE COMPLEXES; NHC COMPLEXES; COPPER-FREE; LIGANDS; PD; ISOCYANIDES;
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Oliver Reiser
Depositing User: Dr. Gernot Deinzer
Date Deposited: 07 Jun 2019 07:59
Last Modified: 07 Jun 2019 07:59
URI: https://pred.uni-regensburg.de/id/eprint/4812

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