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Chinese Chemical Letters 2022年第5期33卷 2455-2458页

作者： Wei Zhang Yang Luo Jie Zhao Chao Zhang Xin-Long Ni Zhu Tao Xin Xiao Key Laboratory of Macrocyclic and Supramolecular Chemistry of Guizhou Province Guizhou UniversityGuiyang 550025China

A linear supramolecular polymer with controllable features based on twisted cucurbit[14]uril(tQ[14])and cucurbit[8]uril(Q[8])was firstly fabricated via an effective self-sorting strategy.Herein we designed a monomer,1–butyl–1?-(naphthalen-2-ylmethyl)-4,4?-bipyridinium bromide(BNB),that contains bipyridyl,aliphatic butyl and aromatic naphthyl groups,simultaneously.Two host molecules,tQ[14]and Q[8]were employed to develop an effective strategy for constructing a linear supramolecular polymer with con-trollable features.The alkyl groups on both sides of BNB could insert into the two cavities of tQ[14],the naphthyl part of BNB viaπ-πstacking in Q[8]cavity,serving as the driving force for supramolecular polymerization.Through self-sorting of the monomer,tQ[14]and Q[8],led to the formation of the linear supramolecular polymer.Depolymerization could be achieved by addition of adamantane hydrochloride(AH)which driven two BNB guest molecules out of the Q[8]cavity.This self-sorting strategy has great potential,not only for designing supramolecular polymer materials with different controllable structures through introduction of multiple functional groups,but also for broadening the application of twisted cucurbit[14]uril in supramolecular chemistry.

关键词： Cucurbit[n]urils Twisted cucurbituril supramolecular polymer Self-sorting Host-guest interaction

Synthesis and characterization of a sensitive and selective Fe^(3+) fluorescent sensor based on novel sulfonated calix[4]arene-based host-guest complex

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Chinese Chemical Letters 2022年第5期33卷 2469-2472页

作者： Ran Cen Ming Liu Jihong Lu Weifang Zhang Jingjing Dai Xi Zeng Zhu Tao Xin Xiao Key Laboratory of Macrocyclic and Supramolecular Chemistry of Guizhou Province Guizhou UniversityGuiyang 550025China

A novel fluorescent sensor was prepared from sulfonated calix[4]arene(SC4A)by the host-guest com-plexation method using the fluorescent dye rhodamine B(RB)as a structure-directing agent.The crystal structure of the host-guest complex(RB@(SC4A)_(3))was confirmed by X-ray diffraction studies while its performance and sensing mechanism for metal ion pollutants were characterized using fluorescence and nuclear magnetic resonance spectroscopies.The results showed that RB@(SC4A)_(3) had a triangular branch structure resulting from host-guest mediation of the interactions between the three SC4A host molecules and the three terminal groups of the guest molecule RB.The host-guest complex exhibited sensitive and selective sensing towards Fe^(3+)ions via a fluorescence quenching mechanism.The results indicated that RB@(SC4A)_(3) could be a promising sensitive and selective fluorescent sensor for metal ion pollutants mon-itoring.It also provided new insights into the synthesis of calixarene-based host-guest complex.

关键词： Calixarenes Rhodamine B Metal ions Fluorescence probe Host-guest chemistry

A multiple-function fluorescent pillar[5]arene:Fe^(3+)/Ag^(+)detection and light-harvesting system

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Chinese Chemical Letters 2022年第12期33卷 5120-5123页

作者： Yang Luo Wei Zhang Qian Ren Guo-Rong Chen Jiang-Lian Ran Xin Xiao Key Laboratory of Macrocyclic and Supramolecular Chemistry of Guizhou Province Guizhou UniversityGuiyang 550025China

A novel pillar[5]arene(P5DPB)that includes a classicalπ-conjugated molecule,4,4'-(1,4-phenylenedi-2,1-ethenediyl)bis-pyridine(DPB),was designed and synthesized as a substituent.Because of this modification,P5DPB exhibits several unique properties that differ from those of common pillar[5]arenes.The P5DPB neutral pyridine shows good selectivity for Ag^(+)and Fe^(3+).The presence of Ag^(+)ions cause a blue shift(from yellow-green to green)and a decrease in the intensity of the P5DPB emission,while the addition of Fe^(3+)significantly quenches the P5DPB fluorescence.In addition,P5DPB satisfies the conditions for the construction of an energy transfer system with the commonly used Rhodamine B dye and shows great potential for the development of artificial light-harvesting systems.This work provides a new approach for the construction of energy transfer systems and a new reference for metal detection based on derivatized pillar[n]arenes,greatly enriching the applications of these systems.

关键词： Pillararene Modification Energy transfer system Metal detection

Double-cavity nor-seco-cucurbit[10]uril-based supramolecular assembly for selective detection and removal of trinitrophenol

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中国化学快报:英文版 2023年第10期34卷 126-130页

作者： Ran Cen Ming Liu Jiao He Dingwu Pan Lixia Chen Ying Huang Zhu Tao Xin Xiao Key Laboratory of Macrocyclic and Supramolecular Chemistry of Guizhou Province School of Chemistry and Chemical EngineeringGuizhou UniversityGuiyang 550025China

The effective removal and selective detection of explosive and toxic pollutant trinitrophenol (TNP) is an attractive but challenging field.Herein,a double-cavity nor-seco-cucurbit[10]uril (ns-Q[10])-based supramolecular assembly 8-HQ@ns-Q[10]was fabricated and its structure was characterized by X-ray single crystal diffraction.In this assembly,the stoichiometric ratio of ns-Q[10]and 8-hydroxyquinoline (8-HQ) is 1:2,which is also attributed to the special double-cavity structure of ns-Q[10].The luminescence sensing experiments showed that 8-HQ@ns-Q[10]can be used as a good fluorescence-enhanced sensing material (enhanced 27-fold) for the rapid detection of explosives and the aqueous contaminant TNP,with a limit of detection (LOD) of 2.07×10^(-5)mol/L,without interference from other phenolic compounds.Furthermore,TNP can be efficiently removed in the presence of assembly 8-HQ@ns-Q[10],and the removal efficiency is more than 89%.Therefore,the supramolecular assembly 8-HQ@ns-Q[10],as a fluorescenceenhanced luminescence sensor and adsorption material,has rich research value and potential application prospect when applied to the detection and removal of TNP in aqueous environment.

关键词： Nor-seco-cucurbituril 8-Hydroxyquinoline supramolecularassembly 2,4,6-Trinitrophenol Removal Detection

Study on the Host-Guest Interactions Between Tetramethyl Cucurbit[6]uril and Benzimidazole Derivatives

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Chemical Research in Chinese Universities 2023年第6期39卷 1017-1022页

作者： YANG Naqin DAI Xue MA Yue YANG Xinan MA Peihua Key Laboratory of Macrocyclic and Supramolecular Chemistry of Guizhou Province College of Chemistry and Chemical EngineeringGuizhou UniversityGuiyang 550025P.R.China

In this paper,^(1)H NMR spectroscopy,isothermal titration calorimetry,X-ray crystallography and other characterization methods were used to investigate the interaction modes of tetramethyl cucurbit[6]uril(TMeQ[6])and three benzimidazole derivatives in an aqueous solution-solid state.The results showed that the aromatic ring moieties in the three derivatives all entered the cavity of TMeQ[6]and their substituents were located at the port of TMeQ[6],forming 1:1 host-guest inclusion complexes.The crystal structures showed that the aromatic part of the benzimidazole derivatives interacted with the cavity of TMeQ[6]via hydrogen bond interactions and the N atoms on the benzimidazole ring formed hydrogen bonds with the carbonyl oxygen of TMeQ[6].The ion-dipole interactions between[ZnCl_(4)]^(2-)and TMeQ[6]formed supramolecular self-assembly entities.

关键词： Tetramethyl cucurbituril(TMeQ) Benzimidazole derivative Host-guest interaction Crystal structure

Selective detection of Zn^(2+) and Cd^(2+) ions in water using a host-guest complex between chromone and Q[7]

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Chinese Chemical Letters 2021年第8期32卷 2572-2576页

作者： Zhishu Zeng Yunqian Zhang Xiaodong Zhang Guangyan Luo Jun Xie Zhu Tao Qianjun Zhang Key Laboratory of Macrocyclic and Supramolecular Chemistry of Guizhou Province Guizhou UniversityGuiyang 550025China

In this paper,the host-guest interaction of cucurbit[7]uril(Q[7]) and chromone(CMO) has been developed as a fluorescent probe for the highly selective detection of Zn2+ and Cd^(2+) in water based on a chelation-enhanced fluorescence(CHEF) mechanism.There was a good linear relationship between the fluorescence intensity of the CMO@Q[7] probe and the concentration of Zn^(2+ )or Cd^(2+) in the range of 0-3.0×10^(-5) mol/L and the detection limit for Zn^(2+) and Cd2+ was found to be 2.03×10^(-6) mol/L and 1.89×10^(-6)mol/L,respectively.The X-ray crystal structure indicated that different coordination fashions were triggered by Zn^(2+) and Cd^(2+ )in the CMO@Q[7] complexes,respectively.However,both metal ions coordinated with the carbonyl oxygen of CMO,which was encapsulated in the cavity of Q[7],thus leading to the enhancement of recognition fluorescence emission of CMO.

关键词： Chromone Cucurbituril Host-guest interaction Selective detection Zn^(2+)and Cd^(2+)

Unprecede nted tunable hydrophobic effect and anion recognition triggered by AIE with Hofmeister series in water

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Chinese Chemical Letters 2021年第5期32卷 1679-1682页

作者： Pan Wang Shixian Cao Ting Yin Xin-Long Ni Key Laboratory of Macrocyclic and Supramolecular Chemistry of Guizhou Province Guizhou UniversityGuiyang 550025China

An un precedented tun able hydrophobic effect in self-assembly of a small cationic organic fluorophore(NI-TPy^(+))-based with aggregation-induced emission(AIE)property was realized in aqueous solution.The amplification of hydrophobicity was found to be significantly dependent upon the increasing aggregates of NI-TPy^(+),which enabled the study of the hydrophobic binding of chaotropic anions with the Hofmeister series.

关键词： AIE Anion binding Hofmeister series Hydrophobic effect Self-assembly

Cucurbit[6]uril-based supramolecular frameworks assembled via the outer surface interaction of cucurbit[n]urils

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Chinese Chemical Letters 2021年第1期32卷 362-366页

作者： Chao Liu Ruihan Gao Yunqian Zhang Qianjiang Zhu Zhu Tao Key Laboratory of Macrocyclic and Supramolecular Chemistry of Guizhou Province Guizhou UniversityGuiyang 550025China

Curcurbit[n]uril(Q[n])-based supramolecular frameworks(QSFs) constructed from the outer surface interaction of Q[n]s(OSIQ) have the characteristic of simplicity,diversity and modulability.Their simplicity is reflected in their simple composition and preparation methods used for QSFs.The diversity of supramolecular organic frameworks(SOFs) is reflected in the synthesis methods and structural characteristics of the as-obtained QSFs,as well as the variety of structural directing agents and basic building blocks used to prepare QSFs.The modulability is reflected by the controllable channel size in the QSFs,which can be adjusted using different sizes of Q[n]s.In this work,the first re ported cucurbituril Q[6]was selected as the basic building block and three Q[6]-based su p ramolecular frameworks were obtained from aqueous HCl solutions in the presence of [CdCl_(4)]^(2-)respectively.The OSIQs are the main driving forces for the formation of these frameworks.This study shows the diversity of the QSFs.

关键词： Cucurbituril [CdCl_(4)]^(2-)anion Structure directing agent Outer surface interaction of Qs supramolecular frameworks

One-pot synthesis of [1+1] and 62-membered [2+2] Schiff base macrocycles

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Chinese Chemical Letters 2016年第9期27卷 1551-1553页

作者： Fang-Fang Wang Ya-Xin Deng Chao Huang Qi-Long Zhang Bi-Xue Zhu Key Laboratory of Macrocyclic and Supramolecular Chemistry Guizhou University Department of chemistry Guizhou Medical College

New [1＋1] and 62-membered [2＋2] Schiff base macrocycles containing a 2,6-diamidopyridine subunit have been synthesized by condensation reaction of the precursors pyridine-2,6-dicarboxamide and 1,10- bis（2＇-formylphenyloxy）decane in the presence of phosphoric acid via a one-pot process. The cyclo- condensed products were effectively isolated by gel column chromatography and characterized by 1H NMR, FTIR, mass spectrometry and X-ray analysis. The two macrocycles have a twisted structure, and not an open ＇circular＇ conformation in the solid state.

关键词： Macrocycles Schiff base One-pot synthesis Crystal structure

Complexation of sym-bis(benzimidazole)-2,2'-ethylene salts with cucurbit[6]uril derivatives:A potential axle molecule for pseudorotaxanes

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Chinese Chemical Letters 2013年第5期24卷 362-366页

作者： Jun-Ming Yi Xin-Long Ni Xin Xiao Li-Bing Lu Sai-Feng Xue Qian-Jiang Zhu Zhu Tao Key Laboratory of Macrocyclic and Supramolecular Chemistry of Guizhou Province Guizhou University

Sym-bis（benzimidazole）-2,2＇-ethylene cations act as a new axle template for threading cucurbit[6]uril derivatives on,forming[2]pseudorotaxane and[3]pseudorotaxane.These new complexes have been studied using 1 H NMR,UV-vis absorption spectroscopy and X-ray analysis.Changes in the 1 H NMR spectra indicate that the two types of pseudorotaxane can be formed by varying the host concentration. UV-vis absorption titration experiments at different pH values demonstrate that interesting pK_a shifts of the bis-benzimidazole derivatives can be induced by the host-guest complexation.The associated constants were calculated to be 2.81×10^4 L/mol and 9.06×10^6 L/mol for the[2]pseudorotaxanes and ｜3]pseudorotaxanes,respectively.Furthermore,X-ray diffraction studies of the solid state structures provide unequivocal proof of the host concentration dependent pseudorotaxane,which is strongly in line with the evidences in solution.

关键词： Cucurnituril derivatives Bis（benzimidazole） derivatives Pseudorotaxane Crystal structure