葫芦[7]脲介导盐酸2-氨基吡啶在水溶液中的立体选择性[4+4]光二聚反应。
Cucurbit[7]uril mediates the stereoselective [4+4] photodimerization of 2-aminopyridine hydrochloride in aqueous solution.
作者信息
Wang Ruibing, Yuan Lina, Macartney Donal H
机构信息
Department of Chemistry, Queen's University, Kingston, Ontario, Canada K7L 3N6.
出版信息
J Org Chem. 2006 Feb 3;71(3):1237-9. doi: 10.1021/jo052136r.
The 2:1 guest-host complex of 2-aminopyridine hydrochloride with cucurbit[7]uril (CB[7]) undergoes a stereoselective [4+4] photodimerization reaction in aqueous solution to yield exclusively the anti-trans isomer of 4,8-diamino-3,7-diazatricyclo[4.2.2.2(2,5)]dodeca-3,7,9,11-tetraene, and in the absence of CB[7], the photochemical reaction produces the anti-trans and syn-trans photodimers in a 4:1 ratio. In addition, encapsulation of the photodimer product in the CB[7] cavity stabilizes it with respect to the otherwise observed rearomatization to the 2-aminopyridine monomer at room temperature.
盐酸2-氨基吡啶与葫芦[7]脲（CB[7]）形成的2:1客体-主体配合物在水溶液中发生立体选择性[4+4]光二聚反应，专一性地生成4,8-二氨基-3,7-二氮杂三环[4.2.2.2(2,5)]十二碳-3,7,9,11-四烯的反式异构体；在没有CB[7]的情况下，光化学反应生成比例为4:1的反式和顺式光二聚体。此外，光二聚产物封装在CB[7]空腔中，相对于在室温下观察到的否则会发生的重排为2-氨基吡啶单体的情况，使其得以稳定。
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