The aqueous supramolecular chemistry of crown ethers

This mini-review summarizes the seminal exploration of aqueous supramolecular chemistry of crown ether macrocycles. In history, most research of crown ethers were focusing on their supramolecular chemistry in organic phase or in gas phase. In sharp contrast, the recent research evidently reveal that crown ethers are very suitable for studying abroad range of the properties and applications of water interactions, from: high water-solubility, control of Hofmeister series, “structural water”, and supramolecular adhesives. Key studies revealing more details about the properties of water and aqueous solutions are highlighted.

[1]  Zhenhui Qi,et al.  Atom-economic macrocyclic amphiphile based on guanidinium-functionalized selenacrown ether acting as redox-responsive nanozyme , 2022, Chinese Chemical Letters.

[2]  Ke-Rang Wang,et al.  Macrocycle molecule-based cryoprotectants for ice recrystallization inhibition and cell cryopreservation. , 2022, Journal of materials chemistry. B.

[3]  G. Diao,et al.  Study of a water-soluble supramolecular complex of curcumin and β-cyclodextrin polymer with electrochemical property and potential anti-cancer activity , 2021, Chinese Chemical Letters.

[4]  Yu Liu,et al.  Synergistic activation of photoswitchable supramolecular assembly based on sulfonated crown ether and dithienylethene derivative , 2021, Chinese Chemical Letters.

[5]  Zhenhui Qi,et al.  Mechanically strong and stiff supramolecular polymers enabled by fiber reinforced long‐chain alkane matrix , 2021, Journal of Polymer Science.

[6]  Jun Luo,et al.  Pseudo-crown ether having AIE and PET effects from a TPE-CD conjugate for highly selective detection of mercury ions , 2021, Chinese Chemical Letters.

[7]  Zhenhui Qi,et al.  Guanidinium-Responsive Crown Ether-Based Macrocyclic Amphiphile in Aqueous Medium. , 2021, The journal of physical chemistry letters.

[8]  Zhenhui Qi,et al.  Constitutionally adaptive crown ether-based macrocyclic bolaamphiphile with redox-responsive switching of lower critical solution temperature behaviors , 2021, Chinese Chemical Letters.

[9]  Xi Zhou,et al.  Reviving chloroquine for anti-SARS-CoV-2 treatment with cucurbit[7]uril-based supramolecular formulation , 2021, Chinese Chemical Letters.

[10]  N. Khashab,et al.  Pillararene-based supramolecular systems for theranostics and bioapplications , 2021, Science China Chemistry.

[11]  Feihe Huang,et al.  Selective Separation of Phenanthrene from Aromatic Isomer Mixtures by a Water-Soluble Azobenzene-Based Macrocycle. , 2021, Journal of the American Chemical Society.

[12]  Xianliang Sheng,et al.  Enzyme-responsive polysaccharide supramolecular nanoassembly for enhanced DNA encapsulation and controlled release , 2021 .

[13]  Feihe Huang,et al.  Supramolecular control over thermo‐responsive systems with lower critical solution temperature behavior , 2021, Aggregate.

[14]  Zhenhui Qi,et al.  Selenacrown Macrocycle in Aqueous Medium: Synthesis, Redox-Responsive Self-Assembly, and Enhanced Disulfide Formation Reaction. , 2020, The Journal of organic chemistry.

[15]  Gaiqing Zhao,et al.  Supramolecular Adhesion at Extremely Low Temperatures: A Combined Experimental and Theoretical Investigation. , 2020, Journal of the American Chemical Society.

[16]  Yong Yao,et al.  Editorial: Host-Guest Chemistry of Macrocycles , 2020, Frontiers in Chemistry.

[17]  Zhenhui Qi,et al.  The dynamic covalent reaction based on diselenide-containing crown ether irradiated by visible light , 2020 .

[18]  Ting Yin,et al.  Unprecedented tunable hydrophobic effect and anion recognition triggered by AIE with Hofmeister series in water , 2020 .

[19]  Haibing Li,et al.  Pillar[5]arene-functionalized nanochannel platform for detecting chiral drugs , 2020 .

[20]  Haoran Wu,et al.  Supramolecular Polymers With AIE Property Fabricated From a Cyanostilbene Motif-Derived Ditopic Benzo-21-Crown-7 and a Ditopic Dialkylammonium Salt , 2020, Frontiers in Chemistry.

[21]  Man-Hua Ding,et al.  High-yield synthesis of a novel water-soluble macrocycle for selective recognition of naphthalene , 2020 .

[22]  Xiao-Qiang Sun,et al.  Preparation of a fixed-tetraphenylethylene motif bridged ditopic benzo-21-crown-7 and its application for constructing AIE supramolecular polymers , 2020 .

[23]  P. Stang,et al.  Rational Design and Bulk Synthesis of Water-Containing Supramolecular Polymers. , 2020, ACS applied materials & interfaces.

[24]  T. He,et al.  Fluorescent Supramolecular Polymers Formed by Crown Ether-Based Host-Guest Interaction , 2020, Frontiers in Chemistry.

[25]  Yuezhan Feng,et al.  Electrolytes Enriched by Crown Ethers for Lithium Metal Batteries , 2020, Advanced Functional Materials.

[26]  Haibing Li,et al.  Selective sensing and transport in bionic nanochannel based on macrocyclic host-guest chemistry , 2020 .

[27]  Lijie Wang,et al.  Calix[n]arene/Pillar[n]arene-Functionalized Graphene Nanocomposites and Their Applications , 2020, Frontiers in Chemistry.

[28]  P. Stang,et al.  Thermo/Anion Dual-Responsive Supramolecular Organoplatinum-Crown Ether Complex. , 2020, Organic letters.

[29]  Shengke Li,et al.  Supramolecular nano drug delivery systems mediated via host-guest chemistry of cucurbit[n]uril (n = 6 and 7) , 2020 .

[30]  Chengyou Han,et al.  Supramolecular control over LCST behavior of hybrid macrocyclic system based on pillar[5]arene and crown ether , 2020 .

[31]  Z. Tao,et al.  A supramolecular fluorescent probe based on cucurbit[10]uril for sensing the pesticide dodine , 2020 .

[32]  Feihe Huang,et al.  Supramolecular polymers fabricated by orthogonal self-assembly based on multiple hydrogen bonding and macrocyclic host–guest interactions , 2020 .

[33]  V. Gorbatchuk,et al.  Smart Molecular Recognition: From Key-to-Lock Principle to Memory-Based Selectivity , 2020, Frontiers in Chemistry.

[34]  Shengyi Dong,et al.  Assembly Pattern of Supramolecular Hydrogel Induced by Lower Critical Solution Temperature Behavior of Low-Molecular-Weight Gelator. , 2019, Journal of the American Chemical Society.

[35]  Zhenhui Qi,et al.  Selenium Substitution-Induced Hydration Changes of Crown Ethers as Tools for Probing Water Interactions with Supramolecular Macrocycles in Aqueous Solutions. , 2019, The journal of physical chemistry. B.

[36]  D. Das,et al.  Applications of Cucurbiturils in Medicinal Chemistry and Chemical Biology , 2019, Front. Chem..

[37]  Zhenhui Qi,et al.  Supramolecular Gel Based on Crown-Ether-Appended Dynamic Covalent Macrocycles. , 2019, Macromolecular rapid communications.

[38]  Zhenhui Qi,et al.  Self-assembly behaviors of perylene- and naphthalene-crown macrocycle conjugates in aqueous medium , 2019, Beilstein journal of organic chemistry.

[39]  P. Stang,et al.  Formation of a Supramolecular Polymeric Adhesive via Water-Participant Hydrogen Bond Formation. , 2019, Journal of the American Chemical Society.

[40]  Zhenhui Qi,et al.  LCST behavior controlled by size-matching selectivity from low molecular weight monomer systems , 2019, New Journal of Chemistry.

[41]  Hongdeng Qiu,et al.  New deep eutectic solvents composed of crown ether, hydroxide and polyethylene glycol for extraction of non-basic N-compounds , 2019, Chinese Chemical Letters.

[42]  Shengyi Dong,et al.  A degradable low molecular weight monomer system with lower critical solution temperature behaviour in water. , 2019, Chemical communications.

[43]  Zhi Yuan,et al.  Heteromultivalent peptide recognition by co-assembly of cyclodextrin and calixarene amphiphiles enables inhibition of amyloid fibrillation , 2018, Nature Chemistry.

[44]  D. Qu,et al.  Constructing supramolecular polymers from phototrigger containing monomer , 2018, Chinese Chemical Letters.

[45]  Wei Chen,et al.  Polymeric crown ethers: LCST behavior in water and stimuli-responsiveness , 2018 .

[46]  C. Böttcher,et al.  Ion Selectivity in Nonpolymeric Thermosensitive Systems Induced by Water-Attenuated Supramolecular Recognition. , 2018, Chemistry.

[47]  Zhenhui Qi,et al.  Thermosensitive Phase Behavior of Benzo-21-crown-7 and Its Derivatives. , 2017, Langmuir : the ACS journal of surfaces and colloids.

[48]  C. Schalley,et al.  Structural water as an essential comonomer in supramolecular polymerization , 2017, Science Advances.

[49]  D. Mobley,et al.  Collaborative routes to clarifying the murky waters of aqueous supramolecular chemistry. , 2017, Nature chemistry.

[50]  Toshiaki Hattori,et al.  Salt effects on the picosecond dynamics of lysozyme hydration water investigated by terahertz time-domain spectroscopy and an insight into the Hofmeister series for protein stability and solubility. , 2016, Physical chemistry chemical physics : PCCP.

[51]  R. Haag,et al.  Supramolecular Polymers as Surface Coatings: Rapid Fabrication of Healable Superhydrophobic and Slippery Surfaces , 2014, Advanced materials.

[52]  C. Schalley,et al.  Exploring macrocycles in functional supramolecular gels: from stimuli responsiveness to systems chemistry. , 2014, Accounts of chemical research.

[53]  C. Schalley,et al.  Self-recovering stimuli-responsive macrocycle-equipped supramolecular ionogels with unusual mechanical properties. , 2014, Organic & biomolecular chemistry.

[54]  P. Cremer,et al.  Beyond Hofmeister. , 2014, Nature chemistry.

[55]  C. Schalley,et al.  Multivalency in the gas phase: H/D exchange reactions unravel the dynamic "rock 'n' roll" motion in dendrimer-dendrimer complexes. , 2013, Chemistry.

[56]  C. Schalley,et al.  Systems chemistry: logic gates based on the stimuli-responsive gel–sol transition of a crown ether-functionalized bis(urea) gelator , 2012 .

[57]  Oren A Scherman,et al.  Chemical complexity--supramolecular self-assembly of synthetic and biological building blocks in water. , 2010, Chemical Society reviews.

[58]  C. Schalley,et al.  Highly dynamic motion of crown ethers along oligolysine peptide chains. , 2009, Nature chemistry.

[59]  P. Cremer,et al.  The inverse and direct Hofmeister series for lysozyme , 2009, Proceedings of the National Academy of Sciences.