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Organometallic chemistry and application of palladacycles in asymmetric hydrophosphination reactions

Journal

DALTON TRANSACTIONS
Volume 50, Issue 46, Pages 16909-16915

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d1dt03134a

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Funding

  1. Singapore Ministry of Education Academic Research Fund Tier I [2019-T1-001-094]
  2. Nanyang Technological University

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Palladacycles with chiral chelating auxiliaries have been proven to be efficient catalysts for asymmetric hydrophosphination reactions, with the chiral auxiliaries remaining coordinated to the palladium centers during reactions and showing little susceptibility to catalyst poisoning. The unique stereoelectronic features and organometallic chemistry of palladacycle catalysts are essential for their synthetic operations.
A number of palladacycles containing chiral chelating auxiliaries have been utilized as efficient catalysts for asymmetric hydrophosphination reactions. In all cases, the chiral auxiliaries remained coordinated to the palladium centres throughout the course of the reactions. Despite the presence of a large quantity of powerful tertiary phosphines, which are known to be strong metal ion sequesters, the expected catalyst poisoning was rarely observed in these palladacycle catalyzed processes. This review highlights the unique stereoelectronic features and the important organometallic chemistry of palladacycle catalysts which are essential to their synthetic operations.

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