Role of the Symmetry of Multipoint Hydrogen Bonding on Chelate Cooperativity in Supramolecular Macrocyclization Processes
| Autor: | Jorge Camacho-García, Carlos Montoro-García, David González-Rodríguez, Ana López-Pérez, María José Mayoral, Nerea Bilbao |
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| Přispěvatelé: | UAM. Departamento de Química Orgánica |
| Jazyk: | angličtina |
| Rok vydání: | 2016 |
| Předmět: |
Noncovalent synthesis
Chemistry Hydrogen bond 010405 organic chemistry Supramolecular chemistry Cooperativity General Chemistry General Medicine Química 010402 general chemistry 01 natural sciences Catalysis Symmetry (physics) 0104 chemical sciences Nucleoside self-assembly Crystallography Chelate effect Effective molarity Organic chemistry Orders of magnitude (data) Chelation |
| Zdroj: | Biblos-e Archivo. Repositorio Institucional de la UAM instname |
| Popis: | This is the accepted version of the following article: Angewandte Chemie International Edition 55.1 (2016): 223-227, which has been published in final form at http://dx.doi.org/10.1002/anie.201508854 Herein, we analyze the intrinsic chelate effect that multipoint H-bonding patterns exert on the overall energy of dinucleoside cyclic systems. Our results indicate that the chelate effect is regulated by the symmetry of the H-bonding pattern, and that the effective molarity is reduced by about three orders of magnitude when going from the unsymmetric ADD-DAA or DDA-AAD patterns to the symmetric DAD-ADA pattern Funding from the European Union (ERC-Starting Grant 279548) and MINECO (CTQ2011-23659 and CTQ2014-57729-P) is gratefully acknowledged |
| Databáze: | OpenAIRE |
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