Green Synthesis Characterization and Thermotropic Behaviour of O-Linked Glycopyranosides of Phenolic Esters

Focusing on green chemistry protocols, a series of carbohydrate derivatives (5a–l) have been synthesized by Fischer glycosylation of α-D-glucose, D-xylose, and α-maltose with several nonpolar phenolic ester aglycones (3a–d) derived from menthol by employing solid-supported Si-H+ as the catalyst. In...

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Published inJournal of chemistry Vol. 2020; no. 2020; pp. 1 - 14
Main Authors Hussain, Erum Akbar, Nasir, Shagufta, Ghani, Ambreen, Daud, Hina, Iqbal, Dure Najaf, Nazir, Saliha, Naz, Saima
Format Journal Article
LanguageEnglish
Published Cairo, Egypt Hindawi Publishing Corporation 2020
Hindawi
John Wiley & Sons, Inc
Hindawi Limited
Wiley
Subjects
Carbohydrates
Chromatography
Dextrose
Esters
Glucose
Green technology
Maltose
Melting points
Menthol
NMR
Nuclear magnetic resonance
Optical microscopes
Phase transitions
Photomicrographs
Solvents
Sugars
Pakistan
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Summary:Focusing on green chemistry protocols, a series of carbohydrate derivatives (5a–l) have been synthesized by Fischer glycosylation of α-D-glucose, D-xylose, and α-maltose with several nonpolar phenolic ester aglycones (3a–d) derived from menthol by employing solid-supported Si-H+ as the catalyst. In order to study the extent of mesomorphism in target molecules, the thermotropic behaviour has been studied by using the thermoanalytic DSC/TGA technique and polarized optical microscope. Phase transitions in the DSC thermograms of 5a–l with two endothermic melting point peaks and various exothermic crystalline transitions exhibits the existence of mesophases. However, optical photomicrographs revealed that the new glycopyranosides formed smectic A phases. Moreover, all the compounds (3a–d and 5a–l) were confirmed by FTIR and 1H NMR.
ISSN:2090-9063
2090-9071
DOI:10.1155/2020/3120657