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Synthesis of and computational studies on C(s)- and C(1)-symmetric bis(imino)pyridine ligands

Posted on:2010-11-16Degree:M.SType:Thesis
University:Villanova UniversityCandidate:Kennedy, Margaret DFull Text:PDF
GTID:2441390002984763Subject:Chemistry
Abstract/Summary:
Synthesis of a new bis(imino) pyridine with t-butyl substituents on the imino carbon atoms, 2,6-{(2,6-Me2-C6H3)NC( t-Bu)}2C5H3N, by a new step-wise method is described. Metalation attempts under a range of conditions did not yield the desired metal complexes. Computational studies were carried out to evaluate the relative energies of three conformations of this and other Cs- and C1-symmetric bis(imino) pyridine ligands which revealed a thermodynamic explanation for the failure to metalate. Relative energies were used to determine the feasibility of metalation of C1-symmetric bis(imino) pyridine ligands. Progress was made towards the synthesis of a new C1-symmetric bis(imino)pyridine ligand with a t-butyl substituent on one imino carbon atom and a phenyl substituent on the other imino carbon atom.
Keywords/Search Tags:Imino, Bis, Pyridine, Synthesis
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