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Investigations Of Intramolecular Copper (I)-Arene Interactions Using A Ns2-Macrocyclic Ligand With Different Pendant Aryl Arms, Paul J. Lee
Honors Theses
Two macrocyclic ligands with a pendant phenyl group -N-[2-(l-phenyl)ethyl]-1-aza-4,8di thiacyclodecane (L1) and N-[2-0-phenyl)propyl]-1-aza-4,8-dithiacyclodecane, (L2) has been synthesized and characterized. The copper(I)-triphenylphosphine complex [LICu(PPhJ)]OTf , (2) was synthesized from L1 1/2(C6H6)[CuOTf]2, and PPh3. The complexes [LICu]OTf 1 and [L2Cu]OTf 3 were also synthesized and characterized using DC and IH NMR, UV-vis and lR spectroscopy, and ESI-MS. In CD2Cl2, 1 was found to have a fluxional behavior with the barrier ΔG to the process estimated at 9-11 kcal/mol. Variable temp. NMR spectroscopy of 1 gave compelling evidence that the phenylappended group is bound in an intramolecullar η2-fashion with the copper center. At …