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SYNTHESIS OF BIPYRIDINE-DERIVED LIGANDS FOR DNA BINDING AND SHAPE SWITCHING

The objective of this project is synthesizing bipyridine-derived ligands in order to study
DNA conformational bending.
The synthesis of bipyridine derivatives has been investigated. 6,6’-Dibromo-2,2’-
bipyridine and small scale of 6,6’-diformyl-2,2’-bipyridine have been successfully synthesized in
the laboratory. The synthesis of large amount of a direct precursor to 6,6’-diformyl-2,2’-
bipyridine in an multiple step way has been achieved.
The synthesis of mono functionalized pyrene derivatives and of 1,6-dissymmetrically
functionalized pyrene derivatives has been heavily studied. Successfully methods have been
reported in this thesis.
The complete assembly of bipyridine and pyrene units into the final ligands and their
model has also been studied. Palladium borylation and Suzuki-Miyaura cross-coupling have been
used to successfully connect the bipyridine with pyrene units.
In addition to Suzuki-Miyaura methodology, the direct coupling of N,N’-dioxide-2,2’-
bipyridine with aromatic bromides under palladium catalysis has been investigated. This method
could be an alternative way to access to mono-substituted 6-bipyridines, symmetrically or even
asymmetrically 6,6’-disubstituted-2,2’-bipyridine derivatives. / Thesis (Master, Chemistry) -- Queen's University, 2009-09-06 01:06:41.646

Identiferoai:union.ndltd.org:LACETR/oai:collectionscanada.gc.ca:OKQ.1974/5141
Date08 September 2009
CreatorsLI, XUE
ContributorsQueen's University (Kingston, Ont.). Theses (Queen's University (Kingston, Ont.))
Source SetsLibrary and Archives Canada ETDs Repository / Centre d'archives des thèses électroniques de Bibliothèque et Archives Canada
LanguageEnglish, English
Detected LanguageEnglish
TypeThesis
Format4443001 bytes, application/pdf
RightsThis publication is made available by the authority of the copyright owner solely for the purpose of private study and research and may not be copied or reproduced except as permitted by the copyright laws without written authority from the copyright owner.
RelationCanadian theses

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