Volume 14, Issue 4 pp. 377-380

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Photoisomerization of norbornadiene group in a rigid bichromophoric compound initiated by remote keto chromophore: long-distance through-bond triplet energy transfer

Tung Chen-Ho,

Tung Chen-Ho

Institute of Photographic Chemistry, Chinese Academy of Sciences, Beijing 100101, China

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Zhang Li-Ping,

Zhang Li-Ping

Institute of Photographic Chemistry, Chinese Academy of Sciences, Beijing 100101, China

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Li Yi,

Li Yi

Institute of Photographic Chemistry, Chinese Academy of Sciences, Beijing 100101, China

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Tung Chen-Ho,

Tung Chen-Ho

Institute of Photographic Chemistry, Chinese Academy of Sciences, Beijing 100101, China

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Zhang Li-Ping,

Zhang Li-Ping

Institute of Photographic Chemistry, Chinese Academy of Sciences, Beijing 100101, China

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Li Yi,

Li Yi

Institute of Photographic Chemistry, Chinese Academy of Sciences, Beijing 100101, China

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First published: July 1996

https://doi.org/10.1002/cjoc.19960140417

Citations: 5

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Abstract

A diad compound 3β(bicyclo[2,2,1]hepta-2,5-diene-2-methylcarboxylate-3-carboxy)-an-drost-5-en-17-one (NBD-S-ONE) was synthesized and its photochemistry was examined. Irradiation of NBD-S-ONE in acetonitrile at λ > 300 nm selectively excited the keto chromophore. After intersystem crossing, the triplet energy of the keto group was transferred to the NBD group with 18.6% efficiency via a through-bond mechanism, resulting in the isomerization of the latter group to the quadricyclane group.

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Volume14, Issue4

July 1996

Pages 377-380

Photoisomerization of norbornadiene group in a rigid bichromophoric compound initiated by remote keto chromophore: long-distance through-bond triplet energy transfer

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Photoisomerization of norbornadiene group in a rigid bichromophoric compound initiated by remote keto chromophore: long-distance through-bond triplet energy transfer

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