Recognition of Hydrophilic Molecules in Deep Cavitand Hosts with Water-mediated Hydrogen Bonds

2021 ◽  
Author(s):  
Hua-Wei Guan ◽  
Yu-Jie Zhu ◽  
Joannes Peters ◽  
Oriana Brea ◽  
Fahmi Himo ◽  
...  
Keyword(s):  
Hydrogen Bonds ◽  
Guest Molecules ◽  
Host Molecules

We describe new container host molecules – deep cavitands with benzimidazole walls and ionic feet – to recognize highly hydrophilic guest molecules in water. The aromatic surfaces of the cavity...

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

2020 ◽  
Vol 16 ◽  
pp. 2954-2959
Author(s):  
Xinru Sheng ◽  
Errui Li ◽  
Feihe Huang
Keyword(s):  
Solid State ◽  
Hydrogen Bonds ◽  
Single Crystal ◽  
Guest Molecule ◽  
X Ray Diffraction ◽  
Guest Molecules ◽  
X Ray ◽  
Π Interactions ◽  
Host Molecules ◽  
Complexation Stoichiometry

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.

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

2020 ◽  
Author(s):  
Xinru Sheng ◽  
Errui Li ◽  
Feihe Huang
Keyword(s):  
Solid State ◽  
Hydrogen Bonds ◽  
Single Crystal ◽  
X Ray Diffraction ◽  
Guest Molecules ◽  
X Ray ◽  
Π Interactions ◽  
Host Molecules ◽  
Complexation Stoichiometry

We report novel pseudorotaxanes based on the complexation between a 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 Power of Spectroscopic Methods in the Determination of the Relative Orientation of Guest Molecules in a Stretched Polyethylene (PE) Matrix

1985 ◽  
Vol 39 (6) ◽  
pp. 976-979 ◽  
Author(s):  
Joanna Konwerska-Hrabowska
Keyword(s):  
Interaction Energy ◽  
Relative Orientation ◽  
Spectroscopic Methods ◽  
Guest Molecules ◽  
Spectroscopic Measurements ◽  
Host Molecules

Comparison of values for the relative orientation of pyrene guest molecules and PE host macromolecules obtained by spectroscopic measurements and by calculations of the minimum of the interaction energy between the guest and host molecules is presented. Accordance between both results as well as with the Groszek model is found.

scholarly journals Synthesis, Structure and Chiral Inclusion Crystallisation of Tetrakis(4-Ethynylphenyl)Ethylene Derivatives

2002 ◽  
Vol 2002 (5) ◽  
pp. 209-212 ◽  
Author(s):  
Koichi Tanaka ◽  
Takaichi Hiratsuka ◽  
Yuko Kojima ◽  
Yasuko T. Osano
Keyword(s):  
Intermolecular Interactions ◽  
Guest Molecules ◽  
Host Molecules ◽  
Weak Intermolecular Interactions

Achiral host molecules, tetrakis(4-ethynylphenyl)ethylene 3 and tetrakis(4-bromoethynylphenyl)ethylene 4, formed chiral host–guest inclusion crystals with achiral guest molecules via weak intermolecular interactions.

Determination of Relative Stability of Urea Complexes from X-Ray Powder Diffraction Data

1960 ◽  
Vol 4 ◽  
pp. 140-150 ◽  
Author(s):  
Jack Radell ◽  
J.W. Connolly
Keyword(s):  
Dissociation Constant ◽  
Guest Molecule ◽  
Interplanar Spacing ◽  
Dynamic Equilibrium ◽  
Crystalline Complex ◽  
Guest Molecules ◽  
X Ray ◽  
Host Molecules ◽  
The Stability

AbstractUrea complexes consist of a channel made up of hydrogen-bonded urea host molecules into which a variety of guest molecules can fit to form a crystalline complex. The urea host can accommodate, one at a time, a variety of guests having the requisite size and shape. The stability of the resulting complex is a function of the properties of the guest molecule. A procedure has been devised which produces pure complex free of any uncomplexed urea or host molecules in solution. The insoluble crystalline complexes formed from the solution of urea and guest molecule in methanol established a dynamic equilibrium. When the crystals of complex are removed from the solution, dissociation to urea and guest occurs to an extent, depending upon the dissociation constant of the complex. If the dissociation constant, KD, is very low, undetectable quantities of uncomplexed urea form along with complex. If the dlissoclation constant is high, extensive amounts of urea form in the presence of complex. Characteristic interplanar spacing s are obtained for a urea complex irrespective of the guest molecule present. The pattern obtained for the hexagonal complex is completely different from the pattern obtained for tetragonal urea. X-ray examination of a homologous series of compounds gives, for each partially dissociated complex, spacings for both urea and complex. The relative intensities of urea and complex spacings permit the estimation of the stability of such a complex compared to that of other homologues.

Mechanical Properties of Supramolecular Polymeric Materials Formed by Cyclodextrins as Host Molecules and Cationic Alkyl Guest Molecules on the Polymer Side Chain

2018 ◽  
Vol 51 (16) ◽  
pp. 6318-6326 ◽  
Author(s):  
Yoshinori Takashima ◽  
Kohei Otani ◽  
Yuichiro Kobayashi ◽  
Hikaru Aramoto ◽  
Masaki Nakahata ◽  
...  
Keyword(s):  
Mechanical Properties ◽  
Polymeric Materials ◽  
Side Chain ◽  
Guest Molecules ◽  
Host Molecules

scholarly journals Deprotonation of resorcinarenes and novel ammonium salt complexes

2014 ◽  
Vol 70 (a1) ◽  
pp. C678-C678
Author(s):  
Ngong Beyeh ◽  
Arto Valkonen ◽  
Fanfang Pan ◽  
Kari Rissanen
Keyword(s):  
Hydrogen Bonds ◽  
Binding Sites ◽  
Molecular Complexes ◽  
Ammonium Salts ◽  
Hydroxyl Groups ◽  
Binding Modes ◽  
Intermolecular Hydrogen Bonds ◽  
Guest Molecules ◽  
Cone Conformation ◽  
Intramolecular Hydrogen

The bowl shape cavity of resorcinarenes usually stabilized by four intramolecular hydrogen bonds offers an interesting array of binding modes such as C–H...π and cation...π interactions to recognize a variety of guests. The multiple hydroxyl groups can participate in a series of intermolecular hydrogen bonds with guest molecules. This unique cone conformation of resorcinarenes has led to the synthesis of many receptors with convergent arrangement of binding sites suitable for molecular recognition in many applications. Unfunctionalized resorcinarenes are known to easily form molecular complexes with guests of varying shapes and sizes. Amines are very common bases used in many catalytic processes. A good example is the use of amines as bases in the alkylation and acylation of resorcinarenes leading to cavitands, carcerands, hemicarcerands and velcrands. The use of amines in such reactions is to deprotonate the resorcinarene hydroxyl groups, hence facilitating the alkylation and acylation processes. The subsequently protonated ammonium cation then forms interesting supramolecular complexes with the anionic and dianionic resorcinarenes. Furthermore, secondary and tertiary ammonium salts possess hydrogen bond donating -NH2 and -NH respectively and these can further enhance their complexation through intermolecular hydrogen bonds. Here we present our recent examples of supramolecular assemblies resulting from the deprotonation of resorcinarenes by mono- and dibasic amines. Also, our latest supramolecular co-crystals between resorcinarenes as the receptors and a series of secondary and tertiary mono- and diammonium cations are illustrated.

Supramolecular self-healing materials from non-covalent cross-linking host–guest interactions

2020 ◽  
Vol 56 (32) ◽  
pp. 4381-4395 ◽  
Author(s):  
Garry Sinawang ◽  
Motofumi Osaki ◽  
Yoshinori Takashima ◽  
Hiroyasu Yamaguchi ◽  
Akira Harada
Keyword(s):  
Cross Linking ◽  
Self Healing ◽  
Macrocyclic Compounds ◽  
Guest Molecules ◽  
Host Molecules

Self-healing materials constructed from host–guest interactions between macrocyclic compounds as host molecules and specific guest molecules.

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