[3]rotaxanes composed of two dibenzo-24-crown-8 ether wheels and an azamacrocyclic complex??

Dalton Transactions Pub Date: 2018-10-11 DOI: 10.1039/C8DT03225D

Abstract

The azamacrocyclic complex was used as a platform for the construction of [3]rotaxanes containing two DB24C8 macrocycles per molecule. The complex unit incorporates two electron deficient π-bond systems and two N–H hydrogen bond donating groups which facilitated the formation of a 1?:?2 interlocked structure. Synthesis and properties of such compounds are presented. Structures of the obtained compounds were confirmed by NMR spectroscopy, ESI mass spectrometry, elemental analysis and single crystal X-ray diffraction. Both [3]rotaxanes containing two DB24C8 macrocycles per molecule crystallise in P[1 with combining macron] and P21/n space groups. They have different counterions (PF6? and Cl? anions, respectively) and mostly disordered solvent molecules such as water, methanol and acetone. Both [3]rotaxanes have a flexible axle in which the Cl? salt takes the shape closer to the “S”-letter, while in the PF6? case the axle is more linear. The shape results from respective packing and intra-, and intermolecular interactions among the moieties in the rotaxane and the crystal lattice.

Graphical abstract: [3]rotaxanes composed of two dibenzo-24-crown-8 ether wheels and an azamacrocyclic complex
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