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Self-Assembled Boronic Ester Cavitand Capsule as a Photosensitizer and a Guard Nanocontainer against Photochemical Reactions of 2,6-Diacetoxyanthracene

  作者 NISHIMURA NAOKI; KOBAYASHI KENJI  
  选自 期刊  Journal of Organic Chemistry;  卷期  2010年75-18;  页码  6079-6085  
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[摘要]The optical properties of 2,6-diacetoxyanthracene 4 encapsulated in the self-assembled boronic ester cavitand capsule 3 in C6H6 are described. Upon excitation at 285 nm, the encapsulated 4 showed strong fluorescence emission as a result of the energy transfer from the excited 3 to the encapsulated 4, while 4 alone in C6H6 exhibited very weak emission. Upon photoirradiation at 365 nm, the encapsulated 4 also showed strong fluorescence emission and remained almost intact, whereas 4 alone in C6H6 gradually underwent photodimerization and photooxygenation to afford photodimers 5 and 5' and 9,10-anthraquinone 6 via 9,10-endoperoxide 7, respectively. Thus, the capsule 3 serves as a photosensitizer for the encapsulated 4 as well as a guard nanocontainer to protect against the photochemical reactions of 4.

 
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