Evan-Salem Tamar, Baruch Inbal, Avram Liat, Cohen Yoram, Palmer Liam C, Rebek Julius
The Skaggs Institute for Chemical Biology and Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, CA 92037, USA.
Proc Natl Acad Sci U S A. 2006 Aug 15;103(33):12296-300. doi: 10.1073/pnas.0604757103. Epub 2006 Aug 7.
The host-guest complexes of resorcin[4]arenes with small molecules in organic solutions are examined using modern NMR spectroscopic methods. The complexation of glutaric acid and beta-methyl d-glucopyranoside in chloroform were investigated through 2D COSY, 2D NOESY, 1D NOE, and diffusion-ordered NMR spectroscopy (DOSY) techniques. These methods indicate that the complex is a self-assembled capsule composed of six resorcinarenes that surround six guest molecules of glutaric acid or three molecules of beta-methyl d-glucopyranoside inside. The multiplicity of guest proton signals shows that the capsule provides an asymmetric magnetic environment that persists on the (1)H NMR time scale. The encapsulation of these guests and common solvents suggests that the phenomenon of reversible encapsulation in chemistry may be a century old.
利用现代核磁共振光谱方法研究了间苯二酚[4]芳烃与有机溶液中小分子形成的主客体配合物。通过二维化学位移相关谱（2D COSY）、二维核Overhauser效应谱（2D NOESY）、一维核Overhauser效应（1D NOE）和扩散排序核磁共振光谱（DOSY）技术，研究了戊二酸和β-甲基-D-吡喃葡萄糖苷在氯仿中的络合作用。这些方法表明，该配合物是一个由六个间苯二酚芳烃组成的自组装胶囊，其内部包围着六个戊二酸客体分子或三个β-甲基-D-吡喃葡萄糖苷分子。客体质子信号的多重性表明，该胶囊提供了一个在氢核磁共振时间尺度上持续存在的不对称磁环境。这些客体和常见溶剂的包封表明，化学中可逆包封现象可能已有百年历史。
