Application of Functionalised Oligoprolines in Asy.. (FunctOProlAsymmCat)
Application of Functionalised Oligoprolines in Asymmetric Catalysis
Start date: May 1, 2013,
End date: Apr 30, 2015
Although oligoprolines have been known for decades up till the recent years they have only been applied as spacers in the study of energy and electron transfer phenomena. Recently a new methodology for the functionalisation of their backbones has been developed. The great flexibility of the reported synthetic approach both with respect to the number and character of introduced motifs allows for effective fine-tuning of the properties of these helical oligopeptides.Herein we propose to apply functionalised oligoprolines as novel asymmetric organocatalysts and chiral ligands for metal-catalysed transformations. Successful demonstration that the helical chirality can be transferred efficiently into an enantioselective transformation will be a very important contribution to the area and may result in the establishment of new class of catalysts.We also aim at creating switchable systems in which we will control the catalytic activity of these compounds by a simple, external stimuli. This will constitute a major achievement in the fast growing area of modern chemical sciences focusing on mimicking the behaviour of natural catalytic systems.The ultimate goal of the project however is design and operation of a supramolecular catalytic assembly line consisting of oligoproline units. We plan to create a platform which will catalyse the synthesis of an oligomeric specie from monomers in solution, however only when its’ single oligoproline components assemble together to create the ‘active form’ of the catalytic system. Successful accomplishment of this task will be a landmark contribution to the fields enantioselective catalysis, supramolecular chemistry and nanotechnology and could lay the foundations for a new class of functional synthetic systems.
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