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Impact of Conformational Effects on the Ring–Chain Equilibrium of Hydrogen‐Bonded Dinucleosides
Author(s) -
MontoroGarcía Carlos,
Bilbao Nerea,
Tsagri Iris M.,
Zaccaria Francesco,
Mayoral Maria J.,
Fonseca Guerra Célia,
GonzálezRodríguez David
Publication year - 2018
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201801704
Subject(s) - steric effects , intramolecular force , monomer , ring (chemistry) , supramolecular chemistry , hydrogen bond , chemistry , supramolecular polymers , side chain , chain (unit) , polymer , stereochemistry , crystallography , molecule , crystal structure , physics , organic chemistry , astronomy
Supramolecular ring‐versus‐chain equilibria are ubiquitous in biological and synthetic systems. Understanding the factors that decide whether a system will fall on one side or the other is crucial to the control of molecular self‐assembly. This work reports results with two kinds of dinucleoside monomers, in which the balance between closed cycles and open polymers is found to depend on subtle factors that rule conformational equilibria, such as steric hindrance, intramolecular interactions, or π‐conjugation pathways.