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Intramolecular Hydrogen Bonds in Selected Aromatic Compounds: Recent Developments

1
Faculty of Chemistry, University of Wrocław, 14 F. Joliot-Curie str., 50-383 Wrocław, Poland
2
Institute of Chemistry, St. Petersburg State University, Universitetskij pr. 26, 198504 St Petersburg, Russia
3
Frank Laboratory of Neutron Physics, Joint Institute of Nuclear Research, 141980 Dubna, Russia
*
Author to whom correspondence should be addressed.
Catalysts 2019, 9(11), 909; https://doi.org/10.3390/catal9110909
Received: 9 October 2019 / Revised: 22 October 2019 / Accepted: 23 October 2019 / Published: 30 October 2019
A review of intramolecular hydrogen bonding in ortho-hydroxyaryl Schiff bases, ortho-hydroxyaryl Mannich bases, dipyrrins, ortho-hydroxyaryl ketones, ortho-hydroxyaryl amides, and 4-Bora-3a,4a-diaza-s-indacene (BODIPY) dyes with tautomeric sensors as substituents is presented in this paper. Ortho-hydroxy Schiff and Mannich base derivatives are known as model molecules for analysing the properties of intramolecular hydrogen bonding. The compounds under discussion possess physicochemical features modulated by the presence of strong intramolecular hydrogen bonds. The equilibrium between intra- and inter-molecular hydrogen bonds in BODIPY is discussed. Therefore, the summary can serve as a knowledge compendium of the influence of the hydrogen bond on the molecular properties of aromatic compounds. View Full-Text
Keywords: Schiff base; cyclically arranged hydrogen bond; acetophenone; amide; BODIPY Schiff base; cyclically arranged hydrogen bond; acetophenone; amide; BODIPY
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Jezierska, A.; Tolstoy, P.M.; Panek, J.J.; Filarowski, A. Intramolecular Hydrogen Bonds in Selected Aromatic Compounds: Recent Developments. Catalysts 2019, 9, 909.

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