Miljanic Ognjen S, Stoddart J Fraser
California NanoSystems Institute and Department of Chemistry and Biochemistry, 405 Hilgard Avenue, University of California, Los Angeles, CA 90095, USA.
Proc Natl Acad Sci U S A. 2007 Aug 7;104(32):12966-70. doi: 10.1073/pnas.0704136104. Epub 2007 Aug 1.
Donor-acceptor [2]catenanes based on cyclobis(paraquat-p-phenylene) as the pi-acceptor ring have been used prominently in the construction of functional molecular devices. We report here their thermodynamically controlled synthesis from isolated pi-donor and pi-acceptor rings under the catalytic influence of tetra butylammonium iodide. The initial nucleophilic attack of iodide ion, which opens up the pi-acceptor ring, is followed by complexation to the pi-donor ring and the subsequent catenation of the pi-donor ring by the pi-acceptor ring [2]catenane. The reaction is general in scope and proceeds in high yields, without giving rise to side-products.
基于环双（百草枯 - 对亚苯基）作为π-受体环的供体-受体[2]索烃已在功能性分子器件的构建中得到广泛应用。我们在此报告它们在四丁基碘化铵的催化作用下，由分离的π-供体环和π-受体环通过热力学控制合成的过程。碘离子的初始亲核进攻打开了π-受体环，随后与π-供体环络合，接着π-受体环[2]索烃将π-供体环进行连环化。该反应适用范围广，产率高，且不产生副产物。
