4.5 Article

Synthesis and characterization of chiral enantiopure PC(sp3)P pincer ligands and their complexes

Journal

INORGANICA CHIMICA ACTA
Volume 521, Issue -, Pages -

Publisher

ELSEVIER SCIENCE SA
DOI: 10.1016/j.ica.2021.120350

Keywords

Cooperative catalysis; Chiral pincer complexes; Bifunctional catalysts; PC(sp3)P

Funding

  1. ISF (Israel Science Foundation) [370/20]
  2. Esther K. and M. Mark Watkins Chair for Synthetic Organic Chemistry
  3. Neubauer foundation

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This study presents an efficient synthetic method for preparing optically active PC(sp3)P pincer ligands and their complexes, achieving the conversion of chromatographically resolvable diastereomers into enantiomerically pure antipodes. The research demonstrates that no racemization occurs during the complexation and metalation of the bifunctional PC(sp3)P pincer ligands.
This paper reports an efficient synthetic approach to preparing optically active PC(sp3)P pincer ligands and their complexes. The reported synthetic scheme relies on a simple and straightforward carbo-Diels?Alder reaction cycloaddition of a readily available phosphine precursor, 1,8-bis-(diphenylphosphino)anthracene (2) with enantiomerically pure bis-(methyl-(S)-lactyl) fumarate (3) leading to the formation of chromatographically resolvable diastereomers 4 and 4? that can be converted into a pair of enantiomerically pure antipodes 1 and 1?. We demonstrated that no racemization occurs upon complexation and metalation of the bifunctional PC(sp3)P pincer ligands.

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