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Issue 1, 2008
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Photophysical properties of non-homoconjugated 1,2-dihydro, 1,2,3,4-tetrahydro and 1,2,3,4,5,6-hexahydro-C60 derivatives

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Abstract

The photophysical properties of a novel series of non-homoconjugated 1,2-di-, 1,2,3,4-tetra-, and 1,2,3,4,5,6-hexasubstituted fullerenes (compounds 1, 2, and 3, respectively) have been systematically investigated. In this report, we examine the effect of substitution pattern of non-homoconjugated derivatized fullerenes on the ground state UV-Vis absorption, triplet state properties (lifetime, quantum yield, extinction coefficient), and singlet oxygen quantum yield. The non-homoconjugated fullerene derivatives 1–3 exhibit higher singlet oxygen quantum yield than analogous homoconjugated Bingel adducts with the same number of saturated C[double bond, length as m-dash]C bonds and exhibit decreasing quantum yield of singlet oxygen generation upon increasing the degree of functionalization on a single six member ring on the fullerene cage. This trend is similar for triplet quantum yield and triplet lifetime. The triplet extinction coefficient increases with functionalization. A detailed discussion comparing 1, 2, and 3 with functionalized homoconjugated systems and with other non-homoconjugated derivatives is presented.

Graphical abstract: Photophysical properties of non-homoconjugated 1,2-dihydro, 1,2,3,4-tetrahydro and 1,2,3,4,5,6-hexahydro-C60 derivatives

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Publication details

The article was received on 12 Sep 2007, accepted on 06 Nov 2007 and first published on 28 Nov 2007


Article type: Paper
DOI: 10.1039/B714076B
Citation: Photochem. Photobiol. Sci., 2008,7, 49-55

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    Photophysical properties of non-homoconjugated 1,2-dihydro, 1,2,3,4-tetrahydro and 1,2,3,4,5,6-hexahydro-C60 derivatives

    K. K. Chin, S. Chuang, B. Hernandez, L. M. Campos, M. Selke, C. S. Foote and M. A. Garcia-Garibay, Photochem. Photobiol. Sci., 2008, 7, 49
    DOI: 10.1039/B714076B

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