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Design, syntheses, and studies of supramolecular porphyrin-fullerene conjugates, using bis-18-crown-6 appended porphyrins and pyridine or alkyl ammonium functionalized fullerenes

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dc.contributor Wichita State University. Department of Chemistry en_US
dc.contributor.author D'Souza, Francis en_US
dc.contributor.author Chitta, Raghu en_US
dc.contributor.author Gadde, Suresh en_US
dc.contributor.author McCarty, Amy L. en_US
dc.contributor.author Karr, Paul A. en_US
dc.contributor.author Zandler, Melvin E. en_US
dc.contributor.author Sandanayaka, Atula S. D. en_US
dc.contributor.author Araki, Yasuyaki en_US
dc.contributor.author Ito, Osamu en_US
dc.date.accessioned 2012-02-06T17:15:44Z
dc.date.available 2012-02-06T17:15:44Z
dc.date.issued 2006-03-30 en_US
dc.identifier 16553397 en_US
dc.identifier 101157530 en_US
dc.identifier.citation The journal of physical chemistry. B. 2006 Mar 30; 110(12): 5905-13. en_US
dc.identifier.issn 1520-6106 en_US
dc.identifier.issn 1520-5207 en_US
dc.identifier.uri http://dx.doi.org/10.1021/jp057547q en_US
dc.identifier.uri http://hdl.handle.net/10057/4254
dc.description Click on the DOI link below to access the article (may not be free). en_US
dc.description.abstract Photoinduced electron-transfer processes in cis and trans functionalized bis-18-crown-6 porphyrin self-assembled with fullerene functionalized with pyridine or alkylammonium cation entities are reported. The structural integrity of the newly formed supramolecular conjugates was accomplished by optical absorption and emission, electron spray ionization mass, electrochemistry, and semiempirical PM3 calculations. A 1:2 stoichiometry of the supramolecular porphyrin:fullerene conjugates was deduced from these studies. The conjugates revealed stable "two-point"' binding involving metal-ligand coordination and alkylammonium cation-crown ether binding or only the latter type of binding depending upon the functionality of the fullerene and metal ion in the porphyrin cavity. The effect of the variation on free energy changes of charge separation and the charge recombination was achieved by varying the metal ion in the porphyrin cavity. The charge-separation rates (k(CS)) determined from the picosecond time-resolved emission studies were generally higher for the cis bis-crown functionalized porphyrins than those of the corresponding trans ones. A comparison of the k(CS) values reported earlier for 1:1 porphyrin-fullerene conjugates with a similar self-assembly mechanism suggested that employing a higher number of acceptor entities improves the electron-transfer rates. The calculated charge-recombination rates (k(CR)) were 2-3 orders of magnitude smaller than the k(CS) values, suggesting the occurrence of the charge recombination process in the Marcus inverted region. The lifetimes of the radical ion pair (tau(RIP)) ranged between 46 and 233 ns indicating charge stabilization in the studied conjugates. en_US
dc.format.extent 5905-13 en_US
dc.language.iso eng en_US
dc.publisher American Chemical Society en_US
dc.relation.ispartofseries The journal of physical chemistry. B en_US
dc.relation.ispartofseries J Phys Chem B en_US
dc.source NLM en_US
dc.title Design, syntheses, and studies of supramolecular porphyrin-fullerene conjugates, using bis-18-crown-6 appended porphyrins and pyridine or alkyl ammonium functionalized fullerenes en_US
dc.type Article en_US
dc.coverage.spacial United States en_US
dc.description.version peer reviewed en_US
dc.rights.holder Copyright © 2006 American Chemical Society en_US

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