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Role of the Symmetry of Multipoint Hydrogen Bonding on Chelate Cooperativity in Supramolecular Macrocyclization Processes.

Authors :
Montoro-García C
Camacho-García J
López-Pérez AM
Mayoral MJ
Bilbao N
González-Rodríguez D
Source :
Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2016 Jan 04; Vol. 55 (1), pp. 223-7. Date of Electronic Publication: 2015 Nov 20.
Publication Year :
2016

Abstract

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.<br /> (© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.)

Details

Language :
English
ISSN :
1521-3773
Volume :
55
Issue :
1
Database :
MEDLINE
Journal :
Angewandte Chemie (International ed. in English)
Publication Type :
Academic Journal
Accession number :
26586338
Full Text :
https://doi.org/10.1002/anie.201508854