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Practical access to planar chiral 1,2-(α-Ketotetramethylene)- ferrocene by non-enzymatic kinetic resolution and conclusive confirmation of its absolute configuration
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Liu, Ruixia, Zhou, Gang, Hall, Thomas Howard, Clarkson, Guy J., Wills, Martin and Chen, Weiping (2015) Practical access to planar chiral 1,2-(α-Ketotetramethylene)- ferrocene by non-enzymatic kinetic resolution and conclusive confirmation of its absolute configuration. Advanced Synthesis & Catalysis, 357 (16-17). pp. 3453-3457. doi:10.1002/adsc.201500728 ISSN 1615-4150.
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WRAP_9574780-ch-090116-ferrocene_reduction.pdf - Accepted Version - Requires a PDF viewer. Download (1480Kb) | Preview |
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Official URL: http://dx.doi.org/10.1002/adsc.201500728
Abstract
The asymmetric transfer hydrogenation (ATH) of racemic 1,2-(α-ketotetramethylene)ferrocene using the [N-(tosyl)-1,2-diphenylethylendiamine]ruthenium(II) complex [TsDPEN-Ru(II)] as catalyst takes place with a high level of kinetic resolution to deliver the ketone in up to 99% ee. The X-ray crystallographic structure of a derivative of the alcohol co-product serves to confirm conclusively both the absolute configuration of 1,2-(α-ketotetramethylene)ferrocene and the endo-reduction selectivity.
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): | Hydrogenation, Ferrocene, Asymmetry (Chemistry), Catalysis, Chirality | ||||||||
Journal or Publication Title: | Advanced Synthesis & Catalysis | ||||||||
Publisher: | Wiley | ||||||||
ISSN: | 1615-4150 | ||||||||
Official Date: | 16 November 2015 | ||||||||
Dates: |
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Volume: | 357 | ||||||||
Number: | 16-17 | ||||||||
Page Range: | pp. 3453-3457 | ||||||||
DOI: | 10.1002/adsc.201500728 | ||||||||
Status: | Peer Reviewed | ||||||||
Publication Status: | Published | ||||||||
Access rights to Published version: | Restricted or Subscription Access | ||||||||
Date of first compliant deposit: | 15 January 2016 | ||||||||
Date of first compliant Open Access: | 12 November 2016 | ||||||||
Funder: | Guo jia zi ran ke xue ji jin wei yuan hui (China) [National Natural Science Foundation of China] (NSFC), Engineering and Physical Sciences Research Council (EPSRC) |
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