Single enantiomer propeller-shaped polynuclear complexes as catalysts-proof-of-concept for enantioinduction in a Michael addition reaction

Maddocks, Joe and Mahesh, Mohan and Sampani, Stavroula I. and Dixon, Alexander C. and Nielsen, Christian D.-T. and Kumar, Prashant and Akien, Geoffrey R. and Spencer, John and Abdul-Sada, Alaa and Turner, John F. C. and Spivey, Alan C. and Kostakis, George E. (2025) Single enantiomer propeller-shaped polynuclear complexes as catalysts-proof-of-concept for enantioinduction in a Michael addition reaction. Royal Society Open Science, 12 (3): 241537. ISSN 2054-5703

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Abstract

We report a family of propeller-shaped polynuclear metal complexes whose overall chirality is dictated by a single stereogenic centre within their component amino alcohol-ligand. These topologically intriguing complexes are readily prepared in enantiomerically pure form and are shown here to catalyse the conjugate addition of barbituric acids and their derivatives to nitroalkenes, with a catalyst loading of 1 mol%. Although only low levels of enantioinduction are observed, control experiments indicate that the enantioselectivity is dictated by the overall topology of the complex and not governed by binding to the tetrametallic entity, heralding a potentially new mode of catalysis.

Item Type:
Journal Article
Journal or Publication Title:
Royal Society Open Science
Uncontrolled Keywords:
/dk/atira/pure/subjectarea/asjc/1000
Subjects:
?? enantioselective inductionmichael addition reactionpropeller-shaped complexesgeneral ??
ID Code:
228548
Deposited By:
Deposited On:
28 Mar 2025 10:55
Refereed?:
Yes
Published?:
Published
Last Modified:
05 Apr 2025 00:26