Structural and Computational Analysis of 2-Halogeno-Glycosyl Cations in the Presence of a Superacid: An Expansive Platform was written by Lebedel, Ludivine;Arda, Ana;Martin, Amelie;Desire, Jerome;Mingot, Agnes;Aufiero, Marialuisa;Aiguabella Font, Nuria;Gilmour, Ryan;Jimenez-Barbero, Jesus;Bleriot, Yves;Thibaudeau, Sebastien. And the article was included in Angewandte Chemie, International Edition in 2019.Reference of 4163-60-4 This article mentions the following:
An expansive NMR-based structural anal. of elusive glycosyl cations derived from natural and non-natural monosaccharides in superacids is disclosed. For the first time, it has been possible to explore the consequence of deoxygenation and halogen substitution at the C2 position in a series of 2-halogenoglucosyl, galactosyl, and mannosyl donors in the condensed phase. These cationic intermediates were characterized using low-temperature in situ NMR experiments supported by DFT calculations The 2-bromo derivatives display intramol. stabilization of the glycosyl cations. Introducing a strongly electron-withdrawing fluorine atom at C2 exerts considerable influence on the oxocarbenium ion reactivity. In a superacid, these oxocarbenium ions are quenched by weakly coordinating SbF6– anions, thereby demonstrating their highly electrophilic character and their propensity to interact with poor nucleophiles. In the experiment, the researchers used many compounds, for example, (2S,3R,4S,5S,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate (cas: 4163-60-4Reference of 4163-60-4).
(2S,3R,4S,5S,6R)-6-(Acetoxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetraacetate (cas: 4163-60-4) belongs to esters. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. Esterification is the general name for a chemical reaction in which two reactants (typically an alcohol and an acid) form an ester as the reaction product. Esters are common in organic chemistry and biological materials.Reference of 4163-60-4
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics