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Construction of pillar[4]arene[1]quinone-1,10-dibromodecane pseudorotaxanes in solution and in the solid state.

ABSTRACT: We report novel pseudorotaxanes based on the complexation between pillar[4]arene[1]quinone and 1,10-dibromodecane. The complexation is found to have a 1:1 host-guest complexation stoichiometry in chloroform but a 2:1 host-guest complexation stoichiometry in the solid state. From single crystal X-ray diffraction, the linear guest molecules thread into cyclic pillar[4]arene[1]quinone host molecules in the solid state, stabilized by CH∙∙∙π interactions and hydrogen bonds. The bromine atoms at the periphery of the guest molecule provide convenience for the further capping of the pseudorotaxanes to construct rotaxanes.

SUBMITTER: Sheng X

PROVIDER: S-EPMC7722622 | biostudies-literature | 2020

REPOSITORIES: biostudies-literature

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Construction of pillar[4]arene[1]quinone-1,10-dibromodecane pseudorotaxanes in solution and in the solid state.

Sheng Xinru X Li Errui E Huang Feihe F

Beilstein journal of organic chemistry 20201202

We report novel pseudorotaxanes based on the complexation between pillar[4]arene[1]quinone and 1,10-dibromodecane. The complexation is found to have a 1:1 host-guest complexation stoichiometry in chloroform but a 2:1 host-guest complexation stoichiometry in the solid state. From single crystal X-ray diffraction, the linear guest molecules thread into cyclic pillar[4]arene[1]quinone host molecules in the solid state, stabilized by CH∙∙∙π interactions and hydrogen bonds. The bromine atoms at the p ...[more]

PMID: 33335603

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