Abstract
In the publication, a number of intermolecular factors associated with hydrogen bonded complexes were described. Those were discussed in the light of substituent electronic effect and steric hindrance, electron intra- and intermolecular repulsion and conformational equilibrium. The intermolecular forces that might be used in the design of molecular aggregates were discussed in the light of the hydrogen bonding energy, their order of appearance and the existence of secondary interactions. Also, the competition between intramolecular hydrogen bonding that stabilizes the respective rotamer and the intermolecular hydrogen bonding leading to the association of molecules were exemplified. Finally, the examples of molecules in which all effects are present and discussed.
Keywords: Hydrogen bonding, steric effects, substituent effect, conformational equilibrium, supramolecular chemistry.
Graphical Abstract
Current Organic Chemistry
Title:Conformational Equilibrium and Substituent Effects in Hydrogen-bonded Complexes
Volume: 22 Issue: 22
Author(s): Borys Ośmiałowski*
Affiliation:
- Faculty of Chemistry, Nicolaus Copernicus University in Torun, 7 Gagarin Street, 87-100 Torun,Poland
Keywords: Hydrogen bonding, steric effects, substituent effect, conformational equilibrium, supramolecular chemistry.
Abstract: In the publication, a number of intermolecular factors associated with hydrogen bonded complexes were described. Those were discussed in the light of substituent electronic effect and steric hindrance, electron intra- and intermolecular repulsion and conformational equilibrium. The intermolecular forces that might be used in the design of molecular aggregates were discussed in the light of the hydrogen bonding energy, their order of appearance and the existence of secondary interactions. Also, the competition between intramolecular hydrogen bonding that stabilizes the respective rotamer and the intermolecular hydrogen bonding leading to the association of molecules were exemplified. Finally, the examples of molecules in which all effects are present and discussed.
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Cite this article as:
Ośmiałowski Borys *, Conformational Equilibrium and Substituent Effects in Hydrogen-bonded Complexes, Current Organic Chemistry 2018; 22 (22) . https://dx.doi.org/10.2174/1385272822666181015143916
DOI https://dx.doi.org/10.2174/1385272822666181015143916 |
Print ISSN 1385-2728 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5348 |
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