Role of the Symmetry of Multipoint Hydrogen Bonding on Chelate Cooperativity in Supramolecular Macrocyclization Processes
Entity
UAM. Departamento de Química OrgánicaPublisher
Wiley-VCH VerlagDate
2016-01-04Citation
10.1002/anie.201508854
Angewandte Chemie International Edition 55.1 (2016): 223-227
ISSN
1433-7851 (print); 1521-3773 (online)DOI
10.1002/anie.201508854Funded by
Funding from the European Union (ERC-Starting Grant 279548) and MINECO (CTQ2011-23659 and CTQ2014-57729-P) is gratefully acknowledgedProject
Gobierno de España. CTQ2014-57729-P; Gobierno de España. CTQ2011-23659; info:eu-repo/grantAgreement/EC/FP7/279548Editor's Version
DOI: http://dx.doi.org/10.1002/anie.201508854Subjects
Chelate effect; Effective molarity; Noncovalent synthesis; Nucleoside self-assembly; Supramolecular chemistry; QuímicaNote
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.201508854Rights
© 2016 Wiley VCH VerlagAbstract
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
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Google Scholar:Montoro-García, Carlos
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Camacho-García, Jorge
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López-Pérez, Ana M.
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Mayoral, María José
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Bilbao, Nerea
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González Rodríguez, David
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