Reactivity of substituted systems : a computational study

Abstract

In the present work, two kinds of molecules were studied from the theoretical point of view using quantum chemistry methods under the framework of the density functional theory: the DNA nucleobase cy- tosine and its derivatives as well as the fluorescent BODIPY and some of its derivatives and the click reaction. In one part, the use of “conceptual DFT” principles and the transition state theory provide information on the reaction mechanism involved in the methylation of cytosine and its demethylation and to rationalize the differences in the reactivity of different molecules. This makes it possible to identify some enzyme-like drugs against diseases caused by hypomethylation. In addition, a study was made on BODIPY and its derivatives in order to shed light on the fluorescent properties of the latter and how the addition of different functional groups can affect the click reaction.

In einem Teil liefern die Verwendung von "konzeptionellen DFT"-Prinzipien und die Übergangszustandstheorie Informationen über den Reaktionsmechanismus bei der Methylierung von Cytosin und dessen Demethylierung sowie zur Erklärung der Unterschiede in der Reaktivität verschiedener Moleküle. Darüber hinaus wurde eine Studie zu BODIPY und seinen Derivaten durchgeführt um einen Einblick in die fluoreszierenden Eigenschaften des letzteren zu erhalten und zu untersuchen wie die Addition verschiedener funktioneller Gruppen die Klickreaktion beeinflusst.