Flat corannulene: when a transition state becomes a stable molecule was written by Solel, Ephrath;Pappo, Doron;Reany, Ofer;Mejuch, Tom;Gershoni-Poranne, Renana;Botoshansky, Mark;Stanger, Amnon;Keinan, Ehud. And the article was included in Chemical Science in 2020.Quality Control of Sodium 2-methyl-2-propanethiolate This article mentions the following:
Flat corannulene has been considered so far only as a transition state of the bowl-to-bowl inversion process. This study was driven by the prediction that substituents with strong steric repulsion could destabilize the bowl-shaped conformation of this mol. to such an extent that the highly unstable planar geometry would become an isolable mol. To examine the substituents’ effect on the corannulene bowl depth, optimized structures for the highly-congested decakis(t-butylsulfido)corannulene were calculated The computations, performed with both the M06-2X/def2-TZVP and the B3LYP/def2-TZVP methods (the latter with and without Grimme’s D3 dispersion correction), predict that this mol. can achieve two min. structures: a flat carbon framework and a bowl-shaped structure, which are very close in energy. This rather unusual compound was easily synthesized from decachlorocorannulene under mild reaction conditions, and X-ray crystallog. studies gave similar results to the theor. predictions. This compound crystallized in two different polymorphs, one exhibiting a completely flat corannulene core and the other having a bowl-shaped conformation. In the experiment, the researchers used many compounds, for example, Sodium 2-methyl-2-propanethiolate (cas: 29364-29-2Quality Control of Sodium 2-methyl-2-propanethiolate).
Sodium 2-methyl-2-propanethiolate (cas: 29364-29-2) belongs to alcohols. The oxygen atom of the strongly polarized O―H bond of an alcohol pulls electron density away from the hydrogen atom. This polarized hydrogen, which bears a partial positive charge, can form a hydrogen bond with a pair of nonbonding electrons on another oxygen atom. The most common reactions of alcohols can be classified as oxidation, dehydration, substitution, esterification, and reactions of alkoxides.Quality Control of Sodium 2-methyl-2-propanethiolate
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts