Effective Binding of Neutral Dinitriles by Pillar[4]arene[1]quinone both in Solution and in Solid State | Zendy

Han Chengyou | Zendy; Zhao Dezhi | Zendy; Li Haiyu | Zendy; Wang Haibo | Zendy; Huang Xu | Zendy; Sun Daofeng | Zendy

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Effective Binding of Neutral Dinitriles by Pillar[4]arene[1]quinone both in Solution and in Solid State

Author(s) -

Han Chengyou,

Zhao Dezhi,

Li Haiyu,

Wang Haibo,

Huang Xu,

Sun Daofeng

Publication year - 2018

Publication title -

chemistryselect

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.437

H-Index - 34

ISSN - 2365-6549

DOI - 10.1002/slct.201702793

Subject(s) - quinone , pillar , chemistry , chloroform , molecule , nuclear magnetic resonance spectroscopy , succinonitrile , crystallography , solid state , stereochemistry , calixarene , organic chemistry , structural engineering , electrode , engineering , electrolyte

Herein two kinds of pillar[5]arene derivatives, DMpillar[4]arene[1]quinone and DPpillar[4]arene[1]quinone were synthesized. Their host−guest complexation properties were explored and we found that neutral dinitriles can thread through the cavity of pillar[4]arene[1]quinones to form [2]pseudorotaxanes in chloroform, which were confirmed by 1 H NMR spectroscopy. Of all the guests, the succinonitrile showed the most effective binding affinity with the host molecules in this work. Strikingly, X‐ray single‐crystal analysis between DMpillar[4]arene[1]quinone and 1,4‐dicyanobutane indicates the formation of the threaded structure.

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