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Functionalisation of lanthanide complexes via microwave-enhanced Cu(I)-catalysed azide–alkyne cycloaddition
Stockholm University, Faculty of Science, Department of Organic Chemistry.
2012 (English)In: Dalton Transactions, ISSN 1477-9226, E-ISSN 1477-9234, Vol. 41, no 25, 7660-7669 p.Article in journal (Refereed) Published
Abstract [en]

Cu-I-catalysed azide-alkyne cycloaddition reactions were used to functionalise lanthanide(III)-complexes (Ln; La, Eu and Tb) incorporating alkyne or azide reactive groups. Microwave irradiation significantly accelerated the reactions, enabling full conversion to the triazole products in some cases in 5 min. Alkyl and aryl azides and alkyl and aryl alkynes could all serve as coupling partners. These reaction conditions proved efficient for cyclen-tricarboxylates and previously unreactive cyclen-tris-primary amide chelates. The synthesis of heterobimetallic (Eu/Tb, EuTb17 and Eu/La, EuLa17) and heterotrimetallic (Eu/La/Eu) complexes was achieved in up to 60% isolated yield starting from coumarin 2-appended alkynyl complexes Tb16 or La16 and an azido-Eu complex Eu4, and bis-alkynyl La-complex La5 and Eu4, respectively. EuTb17 displayed dual Eu-III and Tb-III-emission upon antenna-centred excitation.

Place, publisher, year, edition, pages
Royal Society of Chemistry, 2012. Vol. 41, no 25, 7660-7669 p.
National Category
Organic Chemistry
URN: urn:nbn:se:su:diva-79740DOI: 10.1039/c2dt30569kISI: 000304912000025OAI: diva2:551479


Available from: 2012-09-11 Created: 2012-09-11 Last updated: 2012-09-25Bibliographically approved

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Pershagen, Elias
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