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Naphthyridine Based Molecular Switches
Mälardalen University, School of Sustainable Development of Society and Technology.
2012 (English)Independent thesis Advanced level (degree of Master (Two Years)), 20 credits / 30 HE creditsStudent thesis
Abstract [en]

This thesis is focused on the synthesis and halogenation of 1,5-naphthyridine and 2,6-naphthyridine with the aim of finding a suitable method to synthesize mono- and bis-naphthyridine centered tridentate ligands for ruthenium complexes. Firstly the halogenated naphthyridines were synthesized, then 2-(2-thienyl)-6-ributylstannylpyridine was synthesized, and the two building blocks were coupled through a Stille cross coupling reaction.

The thesis describes the synthesis of 2,6-dichloro-1,5-naphthyridine, 2-chloro-1,5-naphthyridine, 1,5-dichloro-2,6-naphthyridine and 1-chloro-2,6-naphthyridine. The synthesis of many of the halogenated naphthyridines have previously been reported, with the exception of 1,5-dichloro-2,6-naphthyridine and some of its intermediates which, at present, to the best of the authors knowledge , has not been reported. Three strategies have been successfully tested for the synthesis of 1,5-dichloro-2,6- naphthyridine.

Secondly the thesis describes the synthesis of 2-(2-thienyl)-6-tributylstannylpyridine. The method of choice for synthesizing this Stille reagent was a Negishi coupling between 2-bromo-6- tributylstannylpyridine and 2-thiophenyl zinc chloride.

Thirdly the thesis describes a method for the synthesis of bis-2,6-(2-(2-thienyl)6-pyridinyl)-1,5-naphthyridine through a Stille cross-coupling

Place, publisher, year, edition, pages
National Category
Engineering and Technology
URN: urn:nbn:se:mdh:diva-15477OAI: diva2:558763
Subject / course
Chemical Engineering
Available from: 2012-10-16 Created: 2012-10-05 Last updated: 2012-10-16Bibliographically approved

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