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Synthesis and applications to catalysis of novel cyclopentadienone iron tricarbonyl complexes
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Del Grosso, Alessandro, Chamberlain, Alexander E., Clarkson, Guy J. and Wills, Martin (2018) Synthesis and applications to catalysis of novel cyclopentadienone iron tricarbonyl complexes. Dalton Transactions, 47 (5). 1451-1470 . doi:10.1039/C7DT03250A
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Official URL: https://doi.org/10.1039/C7DT03250A
Abstract
A series of cyclopentadienone iron tricarbonyl complexes with diverse structures were prepared, in each case using the intramolecular cyclisation of a diyne as a key step. The complexes were generated as enantiomerically enriched through i) asymmetric synthesis of a C2-symmetric diol following a reported protocol, ii) resolution of enantiomerically-enriched diastereoisomers formed from a chiral alcohol and iii) kinetic resolution of a racemic ketone-containing iron tricarbonyl complex. The approaches underline the diversity of the synthetic routes which can be employed in the synthesis of homochiral cyclopentadienone iron tricarbonyl complexes. Although the complexes proved to be effective as catalysts for the reduction of ketones, the alcohol products were formed in low ees (not exceeding ca. 35%), highlighting the challenging nature of asymmetric catalysis using complexes of this type.
| Item Type: | Journal Article | |||||||||||||||
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| Subjects: | Q Science > QD Chemistry | |||||||||||||||
| Divisions: | Faculty of Science, Engineering and Medicine > Science > Chemistry | |||||||||||||||
| Library of Congress Subject Headings (LCSH): | Cyclopentadiene , Ketones , Catalysis , Hydrogenation | |||||||||||||||
| Journal or Publication Title: | Dalton Transactions | |||||||||||||||
| Publisher: | Royal Society of Chemistry | |||||||||||||||
| ISSN: | 1477-9226 | |||||||||||||||
| Official Date: | 7 February 2018 | |||||||||||||||
| Dates: |
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| Volume: | 47 | |||||||||||||||
| Number: | 5 | |||||||||||||||
| Page Range: | 1451-1470 | |||||||||||||||
| DOI: | 10.1039/C7DT03250A | |||||||||||||||
| Status: | Peer Reviewed | |||||||||||||||
| Publication Status: | Published | |||||||||||||||
| Access rights to Published version: | Open Access | |||||||||||||||
| RIOXX Funder/Project Grant: |
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