| Abstract |
Reaction of 2-chloro-2-(diethoxymethyl)-3-substitutedoxirane or 1-chloro-1-(substituted) -3,3-diethoxypropan-2-one with pyridine-2-thiol in EtOH at 25 degrees C yields 3-(diethoxymethyl)-3-hydroxy-2-substituted-2,3-dihydrothiazolo[3,2-a]p yridin-4-ium chlorides, which subsequently, in MeCN at 85 degrees C, transforms into ring-opening products, 2-((2-carboxy-1-(substituted) -2-hydroxyethyl)thio)pyridin-1-ium chlorides. The tetrel (C center dot center dot center dot O) and chalcogen (S center dot center dot center dot O) bonds are found in the structures of 5 and 6, respectively. Compound 6 is also present in halogen bonding with a short O center dot center dot center dot Cl distance (3.067 angstrom). Both molecules are stabilized in crystal by tetrel, chalcogen, and multiple charge-assisted hydrogen bonds. |
