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Design and synthesis of novel chiral dirhodium(II) carboxylate complexes for asymmetric cyclopropanation reactions
Citation
Adly, FG and Gardiner, MG and Ghanem, A, Design and synthesis of novel chiral dirhodium(II) carboxylate complexes for asymmetric cyclopropanation reactions, Chemistry: A European Journal, 22, (10) pp. 3447-3461. ISSN 0947-6539 (2016) [Refereed Article]
Copyright Statement
Copyright 2016 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
DOI: doi:10.1002/chem.201504817
Abstract
A novel approach to the design of dirhodium(II) tetracarboxylates derived from (S)-amino acid ligands is reported. The approach is founded on tailoring the steric influences of the overall catalyst structure by reducing the local symmetry of the ligand's N-heterocyclic tether. The application of the new approach has led to the uncovering of [Rh2(S-tertPTTL)4] as a new member of the dirhodium(II) family with extraordinary selectivity in cyclopropanation reactions. The stereoselectivity of [Rh2(S-tertPTTL)4] was found to be comparable to that of [Rh2(S-PTAD)4] (up to >99 % ee), with the extra benefit of being more synthetically accessible. Correlations based on X-ray structures to justify the observed enantioinduction are also discussed.
Item Details
Item Type: | Refereed Article |
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Keywords: | catalysis, organometallic |
Research Division: | Chemical Sciences |
Research Group: | Inorganic chemistry |
Research Field: | Transition metal chemistry |
Objective Division: | Manufacturing |
Objective Group: | Industrial chemicals and related products |
Objective Field: | Organic industrial chemicals (excl. resins, rubber and plastics) |
UTAS Author: | Gardiner, MG (Associate Professor Michael Gardiner) |
ID Code: | 107801 |
Year Published: | 2016 |
Web of Science® Times Cited: | 67 |
Deposited By: | Chemistry |
Deposited On: | 2016-03-24 |
Last Modified: | 2022-08-19 |
Downloads: | 0 |
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