γ-环糊精控制的2-氰基萘的光二聚反应

doi:10.7517/j.issn.1674-0475.2008.06.433

影像科学与光化学 ›› 2008, Vol. 26 ›› Issue (6): 433-437.DOI: 10.7517/j.issn.1674-0475.2008.06.433

• 研究快讯 • 下一篇

γ-环糊精控制的2-氰基萘的光二聚反应

廖桂红, 佟振合, 吴骊珠

中国科学院, 理化技术研究所, 光化学转换与功能材料重点实验室, 北京, 100190

收稿日期:2008-06-03 修回日期:2008-06-16 出版日期:2008-11-23 发布日期:2008-11-23
通讯作者: 吴骊珠
基金资助:
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

Photodimerization of 2-Naphthalenecarbonitrile inγ-Cyclodextrin Aqueous Solution

LIAO Gui-hong, TONG Zhen-he(TUNG Chen-ho), WU Li-zhu

Key Laboratory of Photochemical Conversion and Optoelectronic Materials, Technical Institute of Physics and Chemistry, the Chinese Academy of Sciences, Beijing 100190, P. R. China

Received:2008-06-03 Revised:2008-06-16 Online:2008-11-23 Published:2008-11-23

摘要/Abstract

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.

关键词: γ-环糊精, 2-氰基萘, 光二聚反应, 区域选择性

Abstract: 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.

Key words: γ-cyclodextrin, 2-naphthalenecarbonitrile, photodimerization, regioselectivity

中图分类号:

廖桂红, 佟振合, 吴骊珠. γ-环糊精控制的2-氰基萘的光二聚反应[J]. 影像科学与光化学, 2008, 26(6): 433-437.

LIAO Gui-hong, TONG Zhen-he(TUNG Chen-ho), WU Li-zhu. Photodimerization of 2-Naphthalenecarbonitrile inγ-Cyclodextrin Aqueous Solution[J]. Imaging Science and Photochemistry, 2008, 26(6): 433-437.

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[1] 廖桂红.2-氰基萘的光二聚反应(博士学位论文).北京:中国科学院理化技术研究所,2008.

γ-环糊精控制的2-氰基萘的光二聚反应

Photodimerization of 2-Naphthalenecarbonitrile inγ-Cyclodextrin Aqueous Solution

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