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Use of (Cyclopentadienone)iron tricarbonyl complexes for C–N bond formation reactions between amines and alcohols
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Brown, Thomas Joseph, Cumbes, Madeleine, Diorazio, Louis J., Clarkson, Guy J. and Wills, Martin (2017) Use of (Cyclopentadienone)iron tricarbonyl complexes for C–N bond formation reactions between amines and alcohols. The Journal of Organic Chemistry, 82 (19). pp. 10489-10503. doi:10.1021/acs.joc.7b01990 ISSN 0022-3263.
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Official URL: http://dx.doi.org/10.1021/acs.joc.7b01990
Abstract
The application of a series of (cyclopentadienone)iron tricarbonyl complexes to “borrowing hydrogen” reactions between amines and alcohols was completed in order to assess their catalytic activity. The electronic variation of the aromatic groups flanking the C═O of the cyclopentadienone influenced the efficiency of the reactions; however, in other cases, the Knölker catalyst 1, containing trimethylsilyl groups flanking the cyclopentadienone ketone, gave the best results. In some cases, the change of the ratio of amine to alcohol improves the conversion significantly. The application of iron catalysts to the synthesis of a range of amines, including unsaturated amines, was investigated.
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): | Amino alcohols, Aldehydes, Ketones, Catalysis | ||||||||
Journal or Publication Title: | The Journal of Organic Chemistry | ||||||||
Publisher: | American Chemical Society | ||||||||
ISSN: | 0022-3263 | ||||||||
Official Date: | 6 October 2017 | ||||||||
Dates: |
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Volume: | 82 | ||||||||
Number: | 19 | ||||||||
Page Range: | pp. 10489-10503 | ||||||||
DOI: | 10.1021/acs.joc.7b01990 | ||||||||
Status: | Peer Reviewed | ||||||||
Publication Status: | Published | ||||||||
Reuse Statement (publisher, data, author rights): | PMID: 28921981 | ||||||||
Access rights to Published version: | Open Access (Creative Commons) | ||||||||
Date of first compliant deposit: | 28 September 2017 | ||||||||
Date of first compliant Open Access: | 18 September 2018 | ||||||||
Funder: | AstraZeneca (Firm), Engineering and Physical Sciences Research Council (EPSRC), Birmingham Science City, Advantage West Midlands (AWM), European Regional Development Fund (ERDF) |
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