Three protocols for the formation of a [3]pseudorotaxane via orthogonal cryptand-based host-guest recognition and coordination-driven self-assembly

Jinying Li; Peifa Wei; Xiujuan Wu; Min Xue; Xuzhou Yan

doi:10.1021/ol402294q

Three protocols for the formation of a [3]pseudorotaxane via orthogonal cryptand-based host-guest recognition and coordination-driven self-assembly

Org Lett. 2013 Oct 4;15(19):4984-7. doi: 10.1021/ol402294q. Epub 2013 Sep 23.

Authors

Jinying Li¹, Peifa Wei, Xiujuan Wu, Min Xue, Xuzhou Yan

Affiliation

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

PMID: 24059808
DOI: 10.1021/ol402294q

Abstract

A novel bis(m-phenylene)-32-crown-10-based cryptand 1 with a pyridine nitrogen atom outside on the third arm was designed and synthesized. Subsequently, host-guest complexation between cryptand 1 and a selection of bipyridinium guests has been studied. More interestingly, the [3]pseudorotaxane 2 is a superset of 5(2) was obtained in three methods by utilizing the noninterfering orthogonal nature of coordination-driven self-assembly and host-guest interactions.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Crown Ethers / chemical synthesis*
Crown Ethers / chemistry
Crystallography, X-Ray
Ethers, Cyclic / chemical synthesis*
Ethers, Cyclic / chemistry
Magnetic Resonance Spectroscopy
Molecular Structure
Pyridines / chemistry*
Rotaxanes / chemical synthesis*
Rotaxanes / chemistry
Schiff Bases / chemical synthesis*
Schiff Bases / chemistry

Substances

Crown Ethers
Ethers, Cyclic
Pyridines
Rotaxanes
Schiff Bases
bis(m-phenylene)-32-crown-10
cryptand