Study of the Thermodynamic Properties in Aqueous Solution of the Cyclocondensation Products of Pyrogallol and Propanaldehyde
Mauricio Maldonado, Diana Martínez, Almudena Crespo, Edilma Sanabria, Miguel A. Esteso
TL;DR
This study explores the synthesis and thermodynamic properties of pyrogallol[4]arenes formed from pyrogallol and propanaldehyde in aqueous solution.
Contribution
The study identifies the formation of dimer capsules and evaluates their volumetric properties in DMSO.
Findings
Pyrogallol[4]arenes can adopt crown and dimer capsule conformations when synthesized with propanaldehyde.
Spectroscopic analysis confirmed the presence of dimer capsules in addition to crown conformers.
Volumetric properties of these conformers were measured in DMSO at various temperatures.
Abstract
Pyrogallol[4]arenes are polyhydroxylated compounds obtained by condensation between pyrogallol and different aldehydes. Depending on both the type of aldehyde (aromatic or aliphatic) and the reaction time, these compounds can be obtained in different conformations, the most common being the crown and chair conformations. Using the conventional synthesis method, it is possible to obtain, in addition to the chair or crown conformers, other molecular associations, such as dimer capsules. The research in this study focuses on the synthesis products obtained from the condensation between pyrogallol and propanal. These products were characterized using spectroscopic methods, revealing that it is possible to obtain, in addition to the crown conformation, the dimer capsule of the macrocycle. Finally, the volumetric properties of these conformers were evaluated in dimethyl sulfoxide (DMSO)…
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Taxonomy
TopicsAnalytical Chemistry and Chromatography · Free Radicals and Antioxidants · Inorganic and Organometallic Chemistry