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Issue 7, 2020
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Controlling the selective synthesis of [2]- and [3]rotaxanes by intermolecular steric hindrance between the macrocyclic hosts

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Abstract

Two hydrogen-bonded azo-macrocycles with little disparity of the side chains in steric hindrance exhibited a substantial difference in complexation (slow/fast exchange) towards bipyridinium. Inspired by this finding, these macrocycles were applied to efficiently and selectively construct [2]- and [3]rotaxanes through one-pot synthesis. The origin of the selectivity in this novel approach was elucidated by comparing single crystal structures, DFT calculations and stepwise synthesis.

Graphical abstract: Controlling the selective synthesis of [2]- and [3]rotaxanes by intermolecular steric hindrance between the macrocyclic hosts

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Article information


Submitted
21 Oct 2019
Accepted
11 Dec 2019
First published
24 Dec 2019

Chem. Commun., 2020,56, 1066-1069
Article type
Communication

Controlling the selective synthesis of [2]- and [3]rotaxanes by intermolecular steric hindrance between the macrocyclic hosts

Z. Ye, J. Wang, S. S. K. Kothapalli, Z. Yang, L. Chen, W. Xu, Y. Cai, T. Zhang, X. Xiao, P. Deng, W. Feng and L. Yuan, Chem. Commun., 2020, 56, 1066
DOI: 10.1039/C9CC08253K

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