Self??Sensitized Photooxygenation of a C60–Cycloheptatriene Dyad to Form Norcaradiene??Derived Endoperoxides

M Hanamura, J Kamada, A Amano…

Index: Hanamura, Masaaki; Kamada, Jun; Amano, Akiyo; Takeuchi, KeN'Ichi; Okazaki, Takao; Hirai, Katsuyuki; Kitagawa, Toshikazu European Journal of Organic Chemistry, 2010 , # 17 p. 3257 - 3264

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Abstract

Abstract The [60] fullerene–cycloheptatriene dyad 1 readily underwent [4+ 2] cycloaddition of molecular oxygen at the cycloheptatriene moiety to give endoperoxides 5-exo and 5- endo. The involvement of singlet oxygen was verified by the complete inhibition of oxygenation on addition of 1, 4-diazabicyclo [2.2. 2] octane (DABCO), which is an efficient singlet-oxygen quencher. The observed facile oxygenation was attributed to both the ...