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Solvent-controlled formation of alkali and alkali-earth-secured cucurbituril/guest trimers

Journal Article · · Chemical Science
DOI:https://doi.org/10.1039/D3SC02032K· OSTI ID:1997298
 [1];  [2];  [1];  [3];  [3];  [2];  [2];  [4];  [2];  [3]
  1. Institute of Organic Chemistry and Biochemistry of the Czech Academy of Sciences, Flemingovo nám. 2, 160 00 Prague 6, Czech Republic, Department of Organic Chemistry, Faculty of Science, Charles University in Prague, 128 40 Prague 2, Czech Republic
  2. Department of Chemistry and Biochemistry, Ohio University, Athens, Ohio 45701, USA
  3. Institute of Organic Chemistry and Biochemistry of the Czech Academy of Sciences, Flemingovo nám. 2, 160 00 Prague 6, Czech Republic
  4. Department of Inorganic Chemistry, Faculty of Science, Charles University in Prague, 128 40 Prague 2, Czech Republic

Cucurbit[7]uril complexes aggregate into well-defined trimers in dimethyl sulfoxide in the presence of a selection of cations, as long as the host cavity is filled with a guest that leaves one carbonylated portal available for cation binding.

Sponsoring Organization:
USDOE
OSTI ID:
1997298
Alternate ID(s):
OSTI ID: 2424916
Journal Information:
Chemical Science, Journal Name: Chemical Science Journal Issue: 35 Vol. 14; ISSN 2041-6520; ISSN CSHCBM
Publisher:
Royal Society of Chemistry (RSC)Copyright Statement
Country of Publication:
United Kingdom
Language:
English

References (40)

Polarizabilities Inside Molecular Containers This work was supported by the Swiss National Science Foundation (projects 620-58000.99 and 4047-057552) within the program NFP 47 “Supramolecular Functional Materials”. journal December 2001
Cucurbit[n]urils book February 2008
Oligomeric Cucurbituril Complexes: from Peculiar Assemblies to Emerging Applications journal August 2020
The Cucurbit[n]uril Family journal August 2005
Ultrastable Rhodamine with Cucurbituril journal June 2005
Strong Binding of Hydrocarbons to Cucurbituril Probed by Fluorescent Dye Displacement: A Supramolecular Gas-Sensing Ensemble journal August 2011
Supramolecular Binding Thermodynamics by Dispersion-Corrected Density Functional Theory journal July 2012
Ultrastable Host-Guest Complexes and Their Applications journal May 2011
Deep Inside Cucurbiturils: Physical Properties and Volumes of their Inner Cavity Determine the Hydrophobic Driving Force for Host-Guest Complexation journal May 2011
Recent Progress in Gas Phase Cucurbit[n]uril Chemistry journal December 2017
Nitroxide Radicals with Cucurbit[n ]urils and Other Cavitands journal January 2018
A simple empirical model describing the thermodynamics of hydration of ions of widely varying charges, sizes, and shapes journal August 1994
Cucurbituril-Based Molecular Recognition journal November 2015
Robust and Efficient Implicit Solvation Model for Fast Semiempirical Methods journal June 2021
A Robust and Accurate Tight-Binding Quantum Chemical Method for Structures, Vibrational Frequencies, and Noncovalent Interactions of Large Molecular Systems Parametrized for All spd-Block Elements ( Z = 1–86) journal April 2017
GFN2-xTB—An Accurate and Broadly Parametrized Self-Consistent Tight-Binding Quantum Chemical Method with Multipole Electrostatics and Density-Dependent Dispersion Contributions journal January 2019
Exploration of Chemical Compound, Conformer, and Reaction Space with Meta-Dynamics Simulations Based on Tight-Binding Quantum Chemical Calculations journal April 2019
Cucurbit[ n ]urils ( n = 5–8): A Comprehensive Solid State Study journal December 2011
Effect of Ions on the Structure of Water: Structure Making and Breaking journal March 2009
SM6:  A Density Functional Theory Continuum Solvation Model for Calculating Aqueous Solvation Free Energies of Neutrals, Ions, and Solute−Water Clusters journal November 2005
Conductor-like Screening Model for Real Solvents: A New Approach to the Quantitative Calculation of Solvation Phenomena journal February 1995
The Cucurbit[ n ]uril Family:  Prime Components for Self-Sorting Systems journal November 2005
New Ultrahigh Affinity Host−Guest Complexes of Cucurbit[7]uril with Bicyclo[2.2.2]octane and Adamantane Guests: Thermodynamic Analysis and Evaluation of M2 Affinity Calculations journal March 2011
Stabilization of Cucurbituril/Guest Assemblies via Long-Range Coulombic and CH···O Interactions journal April 2014
Probing Cucurbituril Assemblies in Water with TEMPO-like Nitroxides: A Trinitroxide Supraradical with Spin−Spin Interactions journal April 2009
New Cucurbituril Homologues:  Syntheses, Isolation, Characterization, and X-ray Crystal Structures of Cucurbit[n]uril (n = 5, 7, and 8) journal January 2000
Sequence-Specific Self-Assembly of Positive and Negative Monomers with Cucurbit[8]uril Linkers journal February 2018
Triangular Regulation of Cucurbit[8]uril 1:1 Complexes journal February 2019
Single-Ion Solvation Free Energies and the Normal Hydrogen Electrode Potential in Methanol, Acetonitrile, and Dimethyl Sulfoxide journal January 2007
Aggregates of Cucurbituril Complexes in the Gas Phase journal April 2011
Cucurbituril Slippage: Cations as Supramolecular Lubricants journal September 2012
Rotaxane Formation by Cucurbit[7]uril in Water and DMSO Solutions journal November 2014
Cucurbituril chemistry: a tale of supramolecular success journal January 2012
Binding affinities of cucurbit[n]urils with cations journal January 2019
Stuffed pumpkins: mechanochemical synthesis of host–guest complexes with cucurbit[7]uril journal January 2021
Precise measurement of the self-diffusion coefficient for poly(ethylene glycol) in aqueous solution using uniform oligomers journal June 2005
A synthetic host-guest system achieves avidin-biotin affinity by overcoming enthalpy-entropy compensation journal December 2007
Transfer of cationic cucurbit[7]uril inclusion complexes from water to non-aqueous solvents journal August 2010
Supramolecular control of phthalocyanine dye aggregation journal June 2014
Salt hydrates. VII. The crystal structures of sodium ammonium orthochromate dihydrate and magnesium diammonium bis(hydrogen orthophosphate) tetrahydrate and a discussion of the ammonium ion journal March 1972

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