| Abstract
| - A soluble, functionalized Py-SWNT has been synthesized and characterized by solution 1H and13C NMR, FT-Raman, and electron microscopy. Experimental data indicate that Py-SWNT has short tubeswith pentyl esters at the tips and pyridyl isoxazolino units along the walls. The synthesis of Py-SWNT isbased on a 1,3-dipolar cycloaddition of a nitrile oxide on the SWNT walls, similar to 1,3-dipolar cycloadditionsthat are common for fullerene functionalization. The resulting Py-SWNT forms a complex with a zincporphyrin (ZnPor) in a way similar to that reported for pyridyl-functionalized [60]-fullerenes. Formation ofthis metal−ligand complex was firmly established by a detailed electrochemical study. However, in contrastto the behavior observed for the ZnPor/Py-C60 complex, photochemical excitation of the complex betweenZnPor/Py-SWNT does not lead to electron transfer with the generation of charge-separated states.Fluorescence and laser flash studies indicate that the main process is energy transfer from the singletZnPor excited state to the Py-SWNT with observation of emission from Py-SWNT. Triplet ZnPor excited-state quenching by Py-SWNT is only observed in polar solvents such as DMF, but not in benzonitrile.
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