摘要
最新的研究发现2-氰基萘(CN)能够发生光二聚反应生成3种类立方烷结构的二聚体,anti-head-to-head 1、anti-head-to-tail 2和syn-head-to-tail 3.本文研究了水溶液中γ-环糊精对2-氰基萘的光二聚反应区域选择性的影响.结果表明,γ-环糊精(γ-CD)能够显著影响2-氰基萘的光二聚反应,在提高反应速率的同时,得到较好的区域选择性,室温下光照CN@γ-CD包结物水溶液,主要得到头-头产物1.
The development of highly selective and efficient photochemical reactions is one of the fundamental challenges in organic synthesis. Our recent studies reveal that irradiation of 2-naph- thalenecarbonitrile in organic solution with a light λ 〉280 nm results in the formation of three rigid cubane-like photodirners, anti-head-to-head 1, anti-head-to-tail 2 and syn-head-to-tail 3. In the present work, γ-cyclodextrin was used to direct the photodimerization of 2-naphthalenecarbonitrile. The results demonstrate that in the presence of γ-CD, the photodimerization takes place efficiently and regioselectively. The anti-head-to-head dimer 1 was obtained as the main product, while no products were detected by HPLC in host-free aqueous solution.
出处
《影像科学与光化学》
CAS
CSCD
2008年第6期433-437,共5页
Imaging Science and Photochemistry
基金
国家自然科学基金项目(20732007
20728506
20672122)
科技部国家重点基础研究发展规划(2006CB806105
2007CB808004
2007CB936001)
中科院基础局资助项目
关键词
Γ-环糊精
2-氰基萘
光二聚反应
区域选择性
γ-cyclodextrin
2-naphthalenecarbonitrile
photodimerization
regioselectivity
