Relationship between halogen-halogen interaction and electric conductivity in thiazolo[2,3-a]isoquinolin-7-ium triiodides

Matsumoto, Shoji; Sumida, Ryuta; Akazome, Motohiro

doi:10.1016/j.molstruc.2022.133306

Cited by 1 publication

(1 citation statement)

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“…A CSD search revealed only six hits for any pyridinium-1vinyl-1-ether fragment (CSD Version 5.43, Update 4, November 2022; Groom et al, 2016). Of these, five were of substituted isoquinolinium salts, where the vinyl group of the searched fragment corresponds to a C C bond in a thiazole ring fused to the substituted isoquinoline, making them largely unrelated to the title compound (Matsumoto et al, 2018(Matsumoto et al, , 2022. The remaining hit is the related compound and precursor material, I, 2-chloro-1-(1-ethyoxyethenyl)pyridin-1ium trifluoromethanesulfonate, CSD refcode JETTOU (Shapiro et al, 2018).…”

Section: Database Surveymentioning

confidence: 99%

Synthesis and crystal structure of a bench-stable pyridinium ketene hemiaminal: 1-(1-ethoxyethenyl)-2-[methyl(phenyl)amino]pyridin-1-ium trifluoromethanesulfonate

Krevlin,

Bote,

Crespo

et al. 2023

Acta Cryst E

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The novel bench-stable N-quaternized ketene N,O-acetal, C16H19N2O+·CF3O3S−, was synthesized and its structure determined. The title compound is a rare example of a pyridinium ketene hemiaminal for which a crystal structure has been determined, joining the 2-chloro-1-(1-ethyoxyethenyl)pyridin-1-ium trifluoromethanesulfonate salt from which it was synthesized. The cationic species of the title compound can be defined by three individually planar fragments assembling into a non-coplanar cation. The phenyl substituent extending from the amino nitrogen atom and the ethyoxyvinyl substituent extending from the pyridine N atom are oriented on the same side of the molecule and maintain the closest coplanar relationship of the three fragments. Supramolecular interactions are dominated by C—H...O interactions from the cation to the SO3 side of the trifluoromethanesulfonate anion, forming a two-dimensional substructure.

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Section: Database Surveymentioning

confidence: 99%