N-phenanthroline glycosylamines: synthesis and copper(II) complexes

Authors
Duskova, KaterinaUniversity of Alcalá Author; Gude Rodríguez, LourdesUniversity of Alcalá Author; Arias Pérez, María SelmaUniversity of Alcalá Author
Identifiers
Permanent link (URI): http://hdl.handle.net/10017/20844
DOI: 10.1016/j.tet.2013.12.044
ISSN: 0040-4020
Publisher
Elsevier
Date
2014
Affiliation
Universidad de Alcalá. Departamento de Química Orgánica y Química Inorgánica. Unidad docente Química Orgánica
Funders
This research has received funding from the MICINN (project CTQ2011-26822), the MINECO (project CTQ2012-32711) and the European Community's Seventh Framework Programme ([FP7/2007-2013, under grant agreement 248638, to L.G. and K.D.]). We thank C. García for her collaboration in the synthesis of the Cu(II) complexes.
Bibliographic citation
Tetrahedron, v. 70, n. 5, p. 1071-1076
Keywords
Glycosylamines
N-Glycosylation reactions
Phenanthroline derivatives
Copper(II) complexes
Project
info:eu-repo/grantAgreement/EC/FP7/2007-2013/248638
CTQ2012-32711 (Ministerio de Economía y Competitividad)
CTQ2011-26822 (Ministerio de Ciencia e Innovación)
Document type
info:eu-repo/semantics/article
Version
info:eu-repo/semantics/acceptedVersion
Publisher's version
http://dx.doi.org/10.1016/j.tet.2013.12.044
Rights
(c) Elsevier, 2014
Access rights
info:eu-repo/semantics/openAccess
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Abstract
A series of novel N-(1,10-phenanthrolin-5-yl)-b-glycopyranosylamines was obtained with excellent stereoselectivity and synthetically useful yields by treatment of 5-amino-1,10-phenanthroline with different unprotected monosaccharides, using (NH4)2SO4 as an efficient promoter. Copper(II) complexes having a 2:1 mole ratio of the bidentate ligand phenanthroline N-glycoside and the metal were also prepared.
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