Self-Assembled Boronic Ester Cavitand Capsule as a Photosensitizer and a Guard Nanocontainer against Photochemical Reactions of 2,6-Diacetoxyanthracene
Self-Assembled Boronic Ester Cavitand Capsule as a Photosensitizer and a Guard Nanocontainer against Photochemical Reactions of 2,6-Diacetoxyanthracene
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DOI：
10.1021/jo101255g
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发表时间：
2010-09-17
影响因子：
3.6
通讯作者：
Kobayashi, Kenji
中科院分区：
文献类型：
--
作者：
Nishimura, Naoki;Kobayashi, Kenji
报道了2，6-二乙酰氧基菲4在C(6)H(6)中自组装的硼酸酯空穴和胶囊3中的光学性质。当激发波长为285 nm时，由于激发态3向包裹体4的能量转移，包裹体4表现出很强的荧光发射，而单独存在于C(6)H(6)中的包裹体4表现出很弱的荧光发射。在365 nm的光照射下，包裹的4也表现出较强的荧光发射，并且几乎保持完整，而4单独在C(6)H(6)中逐渐发生光二聚化和光氧化，分别通过9，10-内过氧物7生成光二聚体5和5‘和9，10-蒽醌6。因此，胶囊3用作封装的4的光敏剂以及保护纳米容器以防止4的光化学反应。
The optical properties of 2,6-diacetoxyanthracene 4 encapsulated in the self-assembled boronic ester cavitand capsule 3 in C(6)H(6) 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 C(6)H(6) 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 C(6)H(6) 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.