title: Phosphonate-Derivatized Porphyrins for Photoelectrochemical Applications.
abstract: A series of phosphonate-derivatized, high redox potential porphyrins with mesityl, pentafluorophenyl, and heptafluoropropyl meso-substituents were synthesized by acid-catalyzed condensation reactions. Ground and excited state redox potentials in the series were varied systematically with the electron-donating or electron-accepting nature of the meso-substitutents. The extent of excitation and injection by porphyrin singlet excited states surface-bound to SnO2/TiO2 core/shell metal oxide nanoparticle films varies with the excited state reduction potential, E°(')(P(+)/P*). With the mesityl-substituted porphyrin, high current density and sustained photocurrents are observed at pH 7 with the addition of the electron transfer donor hydroquinone.
authors.affiliation: Department of Chemistry, University of North Carolina at Chapel Hill , 121 South Road, Chapel Hill, North Carolina 27599-3290, United States.
authors.forename: Animesh
authors.initials: A
authors.lastname: Nayak
authors.affiliation: Department of Chemistry, University of North Carolina at Chapel Hill , 121 South Road, Chapel Hill, North Carolina 27599-3290, United States.
authors.forename: Subhangi
authors.initials: S
authors.lastname: Roy
authors.affiliation: Department of Chemistry, University of North Carolina at Chapel Hill , 121 South Road, Chapel Hill, North Carolina 27599-3290, United States.
authors.forename: Benjamin D
authors.initials: BD
authors.lastname: Sherman
authors.affiliation: Department of Chemistry, University of North Carolina at Chapel Hill , 121 South Road, Chapel Hill, North Carolina 27599-3290, United States.
authors.forename: Leila
authors.initials: L
authors.lastname: Alibabaei
authors.affiliation: Department of Chemistry, University of North Carolina at Chapel Hill , 121 South Road, Chapel Hill, North Carolina 27599-3290, United States.
authors.forename: Alexander M
authors.initials: AM
authors.lastname: Lapides
authors.affiliation: Department of Chemistry, University of North Carolina at Chapel Hill , 121 South Road, Chapel Hill, North Carolina 27599-3290, United States.
authors.forename: M Kyle
authors.initials: MK
authors.lastname: Brennaman
authors.affiliation: Department of Chemistry, University of North Carolina at Chapel Hill , 121 South Road, Chapel Hill, North Carolina 27599-3290, United States.
authors.forename: Kyung-Ryang
authors.initials: KR
authors.lastname: Wee
authors.affiliation: Department of Chemistry, University of North Carolina at Chapel Hill , 121 South Road, Chapel Hill, North Carolina 27599-3290, United States.
authors.forename: Thomas J
authors.initials: TJ
authors.lastname: Meyer
keywords: chromophore; electron injection; excited state potential; photocurrent; porphyrin