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柱[4]芳烃[1]醌-1,10-二溴癸烷准轮烷在溶液中和固态下的构建。

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

作者信息

Sheng Xinru, Li Errui, Huang Feihe

机构信息

State Key Laboratory of Chemical Engineering, Center for Chemistry of High-Performance & Novel Materials, Department of Chemistry, Zhejiang University, Hangzhou 310027, P. R. China.

Green Catalysis Center and College of Chemistry, Zhengzhou University, Zhengzhou 450001, P. R. China.

出版信息

Beilstein J Org Chem. 2020 Dec 2;16:2954-2959. doi: 10.3762/bjoc.16.245. eCollection 2020.

DOI:10.3762/bjoc.16.245
PMID:33335603
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7722622/
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.

摘要

我们报道了基于柱[4]芳烃[1]醌与1,10 - 二溴癸烷之间络合作用的新型准轮烷。研究发现,该络合作用在氯仿中具有1:1的主客体络合化学计量比,而在固态下为2:1的主客体络合化学计量比。通过单晶X射线衍射可知,在固态中,线性客体分子穿入环状柱[4]芳烃[1]醌主体分子中,通过CH∙∙∙π相互作用和氢键得以稳定。客体分子外围的溴原子为准轮烷进一步封端以构建轮烷提供了便利。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5cbc/7722622/c5532da295f8/Beilstein_J_Org_Chem-16-2954-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5cbc/7722622/9368b551c857/Beilstein_J_Org_Chem-16-2954-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5cbc/7722622/b285d9996eb4/Beilstein_J_Org_Chem-16-2954-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5cbc/7722622/0a9f6b35f397/Beilstein_J_Org_Chem-16-2954-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5cbc/7722622/3c89e792201e/Beilstein_J_Org_Chem-16-2954-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5cbc/7722622/c5532da295f8/Beilstein_J_Org_Chem-16-2954-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5cbc/7722622/9368b551c857/Beilstein_J_Org_Chem-16-2954-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5cbc/7722622/b285d9996eb4/Beilstein_J_Org_Chem-16-2954-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5cbc/7722622/0a9f6b35f397/Beilstein_J_Org_Chem-16-2954-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5cbc/7722622/3c89e792201e/Beilstein_J_Org_Chem-16-2954-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/5cbc/7722622/c5532da295f8/Beilstein_J_Org_Chem-16-2954-g005.jpg

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