[2]Pseudorotaxanes based on the recognition of cryptands to vinylogous viologens

Xuzhou Yan; Peifa Wei; Mingming Zhang; Xiaodong Chi; Jiyong Liu; Feihe Huang

doi:10.1021/ol202657s

[2]Pseudorotaxanes based on the recognition of cryptands to vinylogous viologens

Org Lett. 2011 Dec 16;13(24):6370-3. doi: 10.1021/ol202657s. Epub 2011 Nov 11.

Authors

Xuzhou Yan¹, Peifa Wei, Mingming Zhang, Xiaodong Chi, Jiyong Liu, Feihe Huang

Affiliation

¹ Department of Chemistry, Zhejiang University, Hangzhou 310027, P. R. China.

PMID: 22077161
DOI: 10.1021/ol202657s

Abstract

Host-guest complexation between two crown ether-based cryptands and two vinylogous viologens has been studied. Formation of [2]pseudorotaxanes from a dibenzo-24-crown-8-based cryptand and these vinylogous viologens can be reversibly controlled by adding and removing potassium cation in acetone. Furthermore, the complexation between a bis(m-phenylene)-32-crown-10-based cryptand and a vinylogous viologen exhibits a high association constant, 1.18 × 10(6) M(-1) in acetone, and leads to the formation of a supramolecular poly[2]pseudorotaxane in the solid state.