Molecules and assemblies constructed from calix[4]resorcinarenes and their derivatives, syntheses and study

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Thesis (Ph.D.)--Georgetown University, 2008.; Includes bibliographical references. Coordination polymers based on cavitand tetra-carboxylic acids and judiciously chosen transition metals were synthesized. This was in order to obtain materials which incorporated the well known molecular recognition properties of these cavitands. The reaction of 2-ethylphenyl footed cavitand tetra-acid with Zn(NO3)2 6H2O resulted in large hexameric nanocapsules each consisting of tetra-carboxylate units and ZnII. These nanocapsules were further linked to form a one dimensional polymer. The reaction of phenethyl footed cavitand tetra-acid with Cu(NO3)2 2.5H2O on the other hand afforded neutral two dimensional sheets, each resembling an egg carton.; Cavitand-supported N-heterocyclic carbene salts were also synthesized and employed, (with a Pd source), in the promotion of the well known Suzuki coupling reaction. These imidazolium functionalized cavitands displayed reasonable activity especially in the presence of Pd(OAc)2. As a first step towards incorporating these catalytic carbene functionalities into molecular capsules bis-cavitand functionalized imidazolium moiety was also synthesized. These molecules also displayed good activity in promoting the coupling of p-chlorotoluene and benzene bronic acid.
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