Lebedel, Ludivine; Arda, Ana; Martin, Amelie; Desire, Jerome; Mingot, Agnes; Aufiero, Marialuisa; Aiguabella Font, Nuria; Gilmour, Ryan; Jimenez-Barbero, Jesus; Bleriot, Yves; Thibaudeau, Sebastien published the artcile< Structural and Computational Analysis of 2-Halogeno-Glycosyl Cations in the Presence of a Superacid: An Expansive Platform>, Synthetic Route of 4098-06-0, the main research area is NMR DFT conformational analysis haloglycosyl cation superacid; conformation analysis; fluorine; glycosylation; reaction mechanisms; superacids.
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.
Angewandte Chemie, International Edition published new progress about Carbocations, carbenium (oxo). 4098-06-0 belongs to class esters-buliding-blocks, and the molecular formula is C12H16O7, Synthetic Route of 4098-06-0.
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics