Addressing Hydrogen Bonding Motifs by Suited Substitution of Thioureas
| Autor: | Alexander Hoffmann, Ulrich Flörke, Hans Egold, Katharina Hollmann, Sonja Herres-Pawlis, Alexander Oppermann, Gerald Henkel, Maike Amen |
|---|---|
| Rok vydání: | 2016 |
| Předmět: |
chemistry.chemical_classification
010405 organic chemistry Hydrogen bond Electronic structure 010402 general chemistry Resonance (chemistry) 01 natural sciences 0104 chemical sciences Characterization (materials science) Coordination complex Catalysis Inorganic Chemistry chemistry.chemical_compound chemistry Thiourea Computational chemistry Molecule Organic chemistry |
| Zdroj: | Zeitschrift für anorganische und allgemeine Chemie. 642:660-669 |
| ISSN: | 0044-2313 |
| DOI: | 10.1002/zaac.201600126 |
| Popis: | The possibility to form hydrogen bonds with different motifs is an interesting aspect of the chemistry of thioureas especially regarding catalysis. We present nine new thioureas with different unsymmetric substitution patterns involving aromatic and aliphatic substituents including the structural characterization of four of them. Herein, three different hydrogen bond patterns could be realized. Moreover, DFT calculations were performed to investigate the strength of the hydrogen bonds. Hereby, we show that we can selectively address different hydrogen bonding motifs by the choice of substituents. This enables a correlation of the molecular structure and the bonding motifs. Additionally, by natural resonance theory, we show that the contribution of the thiolate resonance form dominates the electronic structure, which is important for coordination chemistry. |
| Databáze: | OpenAIRE |
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