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Int J Mol Sci. 2021 Nov 24;22(23). doi: 10.3390/ijms222312679.

Comparing C2=O and C2=S Barbiturates: Different Hydrogen-Bonding Patterns of Thiobarbiturates in Solution and the Solid State.

International journal of molecular sciences

Chenming Li, Philipp Hilgeroth, Nazmul Hasan, Dieter Ströhl, Jörg Kressler, Wolfgang H Binder

Affiliations

  1. Macromolecular Chemistry, Institute of Chemistry, Martin-Luther University Halle-Wittenberg, Von-Danckelmann-Platz 4, D-06120 Halle (Saale), Germany.
  2. Physical Chemistry, Institute of Chemistry, Martin-Luther University Halle-Wittenberg, Von-Danckelmann-Platz 4, D-06120 Halle (Saale), Germany.
  3. Organic Chemistry, Institute of Chemistry, Martin-Luther University Halle-Wittenberg, Kurt-Mothes-Str. 2, 06120 Halle (Saale), Germany.

PMID: 34884482 DOI: 10.3390/ijms222312679

Abstract

Carbonyl-centered hydrogen bonds with various strength and geometries are often exploited in materials to embed dynamic and adaptive properties, with the use of thiocarbonyl groups as hydrogen-bonding acceptors remaining only scarcely investigated. We herein report a comparative study of C2=O and C2=S barbiturates in view of their differing hydrogen bonds, using the 5,5-disubstituted barbiturate

Keywords: (2-thio)barbiturates; Langmuir film; hydrogen bonds; polyisobutylene; supramolecular association

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Grant support