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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

✍ Scribed by Tung Chen-Ho; Zhang Li-Ping; Li Yi


Publisher
John Wiley and Sons
Year
2010
Tongue
English
Weight
294 KB
Volume
14
Category
Article
ISSN
0256-7660

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✦ Synopsis


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.