Hydrogen-bonded supramolecular polymers from derivatives of α-amino-ε-caprolactam: A bio-based material

A series of copper complexes bearing new 6-substituted tris(2-pyridylmethyl)amine ligands (LR) appended with NH(p-R-C6H4) groups (R = H, CF3, OMe) were prepared.

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Hierarchical formation of helical supramolecular polymers via stacking of hydrogen-bonded pairs in water

Proceedings of the National Academy of Sciences ◽

10.1073/pnas.072659099 ◽

2002 ◽

Vol 99 (8) ◽

pp. 4977-4982 ◽

Cited By ~ 141

Author(s):

L. Brunsveld ◽

J. A. J. M. Vekemans ◽

J. H. K. K. Hirschberg ◽

R. P. Sijbesma ◽

E. W. Meijer

Keyword(s):

Supramolecular Polymers ◽

Hydrogen Bonded

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Two polymorphs and the diethylammonium salt of the barbiturate eldoral

Acta Crystallographica Section C Crystal Structure Communications ◽

10.1107/s0108270111055120 ◽

2012 ◽

Vol 68 (2) ◽

pp. o65-o70 ◽

Cited By ~ 4

Author(s):

Thomas Gelbrich ◽

Denise Rossi ◽

Ulrich J. Griesser

Keyword(s):

Hydrogen Bond ◽

Hydrogen Bonds ◽

Barbituric Acid ◽

Layer Structure ◽

Chain Structure ◽

Hydrogen Bond Acceptor ◽

Layer Structures ◽

A Chain ◽

Derivatives Of ◽

Hydrogen Bonded

Polymorph (Ia) of eldoral [5-ethyl-5-(piperidin-1-yl)barbituric acid or 5-ethyl-5-(piperidin-1-yl)-1,3-diazinane-2,4,6-trione], C11H17N3O3, displays a hydrogen-bonded layer structure parallel to (100). The piperidine N atom and the barbiturate carbonyl group in the 2-position are utilized in N—H...N and N—H...O=C hydrogen bonds, respectively. The structure of polymorph (Ib) contains pseudosymmetry elements. The two independent molecules of (Ib) are connectedviaN—H...O=C(4/6-position) and N—H...N(piperidine) hydrogen bonds to give a chain structure in the [100] direction. The hydrogen-bonded layers, parallel to (010), formed in the salt diethylammonium 5-ethyl-5-(piperidin-1-yl)barbiturate [or diethylammonium 5-ethyl-2,4,6-trioxo-5-(piperidin-1-yl)-1,3-diazinan-1-ide], C4H12N+·C11H16N3O3−, (II), closely resemble the corresponding hydrogen-bonded structure in polymorph (Ia). Like many other 5,5-disubstituted derivatives of barbituric acid, polymorphs (Ia) and (Ib) contain theR22(8) N—H...O=C hydrogen-bond motif. However, the overall hydrogen-bonded chain and layer structures of (Ia) and (Ib) are unique because of the involvement of the hydrogen-bond acceptor function in the piperidine group.

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Hydrogen-bonded supramolecular polymers containing dimethylsilane groups: Synthesis, crystal structure, and characterization

Journal of Polymer Science Part A Polymer Chemistry ◽

10.1002/pola.26166 ◽

2012 ◽

Vol 50 (18) ◽

pp. 3775-3787 ◽

Cited By ~ 6

Author(s):

Mirela-Fernanda Zaltariov ◽

Maria Cazacu ◽

Sergiu Shova ◽

Angelica Vlad ◽

Iuliana Stoica ◽

...

Keyword(s):

Crystal Structure ◽

Supramolecular Polymers ◽

Hydrogen Bonded

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Formation of polypseudorotaxane networks by cross-linking the quadruple hydrogen bonded linear supramolecular polymers via bisparaquat molecules

Chemical Communications ◽

10.1039/c1cc14559b ◽

2011 ◽

Vol 47 (38) ◽

pp. 10755 ◽

Cited By ~ 89

Author(s):

Shao-Lu Li ◽

Tangxin Xiao ◽

Bingjie Hu ◽

Yajie Zhang ◽

Feng Zhao ◽

...

Keyword(s):

Supramolecular Polymers ◽

Cross Linking ◽

Hydrogen Bonded

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Stretching force constants and derivatives of the dipole moment of the F-HNCH hydrogen-bonded complex. Preliminary results at the SCF level

Chemical Physics Letters ◽

10.1016/0009-2614(81)85375-4 ◽

1981 ◽

Vol 84 (1) ◽

pp. 91-93 ◽

Cited By ~ 14

Author(s):

Y. Bouteiller ◽

M. Allavena ◽

J.M. Leclercq

Keyword(s):

Dipole Moment ◽

Force Constants ◽

Preliminary Results ◽

Derivatives Of ◽

Hydrogen Bonded

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Molecular recognition XI. The synthesis of extensively deoxygenated derivatives of the H-type 2 human blood group determinant and their binding by an anti-H-type 2 monoclonal antibody and the lectin 1 of Ulexeuropaeus

Canadian Journal of Chemistry ◽

10.1139/v92-036 ◽

1992 ◽

Vol 70 (1) ◽

pp. 254-271 ◽

Cited By ~ 22

Author(s):

Ulrike Spohr ◽

Eugenia Paszkiewicz-Hnatiw ◽

Naohiko Morishima ◽

Raymond U. Lemieux

Keyword(s):

Monoclonal Antibody ◽

Molecular Recognition ◽

Blood Group ◽

Human Blood ◽

Water Molecules ◽

Hydroxyl Groups ◽

Human Blood Group ◽

Derivatives Of ◽

Hydrogen Bonded

The relative potencies of a wide variety of deoxygenated derivatives of the methyl glycoside of α-L-Fuc-(1 → 2)-β-D-Gal-(1 → 4)- β-D-GlcNAc (the H-type 2 human blood group related trisaccharide) for the inhibition of the binding of an artificial H-type 2 antigen by the lectin I of Ulexeuropaeus confirmed the previous evidence that the key and productive interaction involves only the three hydroxyl groups of the α-L-fucose unit, the hydroxyl at the 3-position of the β-D-galactose residue, and the nonpolar groups in their immediate environment. Except for the acetamido group and the hydroxymethyl of the β-D-Gal unit, which stay in the aqueous phase, on complex formation the remaining three hydroxyl groups appear to come to reside at or near the periphery of the combining site since their replacement by hydrogen causes relatively small changes (< ± 1 kcal/mol) in the stability of the complex (ΔG0). Relatively much larger but compensating changes occur for the enthalpy and entropy terms, and these may arise primarily from the differences in the water structure about the periphery of the combining site and the oligosaccharide both prior to and after complexation. It is proposed that steric constraints lead to an ordered state of the water molecules hydrogen-bonded to the polar groups within the cleft formed by the key region of the amphiphilic combining site. Their release to form less ordered clusters of more strongly hydrogen-bonded water molecules in bulk solution would contribute importantly to the driving force for complexation. It is demonstrated that the surface used for the binding of H-type 2-OMe by a monoclonal anti-H antibody is virtually identical to that used by the Ulex lectin. Keywords: molecular recognition, H-type 2 blood group determinant and deoxygenated derivatives, lectin I of Ulexeuropaeus, anti-H-type 2 monoclonal antibody, enthalpy–entropy compensation.

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