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dc.contributor.authorSoloshonok, Vadym Anatolievch ORCID
dc.contributor.authorAceña Bonilla, José Luis
dc.contributor.authorUeki, Hisanori
dc.contributor.authorHan, Jianlin ORCID
dc.date.accessioned2014-02-28T18:13:49Z
dc.date.available2014-02-28T18:13:49Z
dc.date.issued2012-11-13
dc.identifier.citationBeilstein Journal of Organic Chemistry 8 : 1920-1928 (2012)es
dc.identifier.issn1860-5397
dc.identifier.urihttp://hdl.handle.net/10810/11690
dc.description9 p.es
dc.description.abstractWe describe herein the design and synthesis of asymmetric, pentadentate ligands, which are able to coordinate to Ni(II) cations leading to quasi-diastereomeric complexes displaying two new elements of chirality: stereogenic axis and helix along with configurational stabilization of the stereogenic center on the nitrogen. Due to the stereocongested structural characteristics of the corresponding Ni(II) complexes, the formation of quasi-diastereomeric products is highly stereoselective providing formation of only two, (R-a*,M-h*,R-c*) and (R-a*,P-h*,R-c*), out of the four possible stereochemical combinations. The reversible quasi-diastereomeric transformation between the products (R-a*,M-h*,R-c*) and (R-a*,P-h*,R-c*) occurs by intramolecular trans-coordination of Ni-NH and Ni-O bonds providing a basis for a chiral switch model.es
dc.description.sponsorshipWe thank IKERBASQUE, Basque Foundation for Science, for financial support. The crystallographic studies were performed by Dr. D. R. Powell, University of Oklahoma.es
dc.language.isoenges
dc.publisherBeilstein Institutes
dc.rightsinfo:eu-repo/semantics/openAccesses
dc.subjectaxial chiralityes
dc.subjectcentral chiralityes
dc.subjectchiral switcheses
dc.subjectcoordination bondses
dc.subjectfunctional materialses
dc.subjecthelical chiralityes
dc.subjectmodular structural designes
dc.subjectmolecular deviceses
dc.titleDesign and synthesis of quasi-diastereomeric molecules with unchanging central, regenerating axial and switchable helical chirality via cleavage and formation of Ni(II)–O and Ni(II)–N coordination bondses
dc.typeinfo:eu-repo/semantics/articlees
dc.rights.holder© 2012 Soloshonok et al; licensee Beilstein-Institut. This is an Open Access article under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (http://www.beilstein-journals.org/bjoc)es
dc.relation.publisherversionhttp://www.beilstein-journals.org/bjoc/single/articleFullText.htm?publicId=1860-5397-8-223es
dc.identifier.doi10.3762/bjoc.8.223
dc.departamentoesQuímica orgánica Ies_ES
dc.departamentoeuKimika organikoa Ies_ES
dc.subject.categoriaCHEMISTRY, ORGANIC


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