化学学报 ›› 2009, Vol. 67 ›› Issue (21): 2527-2530. 上一篇    

研究简报

一个具有三明治结构的包合物: 8-羟基喹啉-β-环糊精包合物的晶体结构

王恩举*    陈光英    韩长日   

  1. (海南省热带药用植物化学重点实验室 海南师范大学化学化工学院 海口 571158)
  • 投稿日期:2009-03-24 修回日期:2009-04-23 发布日期:2009-07-01
  • 通讯作者: 王恩举 E-mail:enjuwang@163.com
  • 基金资助:

    海南省自然科学基金(No. 808145)

A Novel Inclusion Complex of 8-Hydroxyquinoline Sandwiched Between Two β-Cyclodextrins

Wang, Enju*     Chen, Guangying     Han, Changri   

  1. (Key Lab of Tropical Pharmaceutical Herb Chemistry of Hainan Province, School of Chemistry & Chemical Engineering, Hainan Normal University, Haikou 571158)
  • Received:2009-03-24 Revised:2009-04-23 Published:2009-07-01

合成了 8-羟基喹啉与β-环糊精的包合物, 通过X射线单晶衍射研究了它的晶体结构. 结果显示其不对称单元包含2个β-环糊精、1个8-羟基喹啉, 2个乙醇和30个水分子. 其中两个β-环糊精分子通过仲羟基间氢键以头对头的方式形成二聚体, 客体8-羟基喹啉被包合在此二聚体的中间区域, 分子平面与环糊精的大环平面平行, 形成了一个具有三明治夹心结构的包合物. 两个环糊精空腔各包合一个乙醇分子, 30个水分子分散在β-环糊精二聚体之间. 研究表明, β-环糊精二聚体的三明治区域是疏水的, 对于某些大小合适且具有平面构型的客体分子, 如8-羟基喹啉, 此三明治区域比β-环糊精空腔具有更强的包合能力, 这种新颖的包合方式是乙醇与8-羟基喹啉竞争包合的结果.

关键词: β-环糊精, 8-羟基喹啉, 晶体结构, 包合物

A supramolecular inclusion complex was prepared between β-cyclodextrin (β-CD) and 8-hydroxyquinoline, and its crystal structure was investigated by single-crystal X-ray crystallography. The asymmetric unit consists of two β-CDs, one 8-hydroxyquinoline, two ethanol and thirty water molecules. Two β-CDs form a head-to-head dimer by means of extensive hydrogen bonding across the secondary hydroxyl groups. One 8-hydroxyquinoline molecule is sandwiched in the interface of the dimer and is parallel to the plane of β-CD macrocycle. Each β-CD of the dimer includes one ethanol molecule in its cavity. Thirty water molecules are distributed in the interstices between β-CD dimers. The results indicate that the interface of the β-CD dimer has stronger inclusion ability than the cavity of β-CD for some suitable planar molecules. The novel inclusion structure results from the competitive inclusion of 8-hydroxyquinoline and ethanol molecules.

Key words: β-cyclodextrin, 8-hydroxyquinoline, crystal structure, inclusion complex