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Pyridine-4-thiol as halogen-bond (HaB) acceptor: influence of the noncovalent interaction in its reactivity

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Pyridine-4-thiol has been explored as an acceptor for a halogen-bond (HaB) interaction. For this compound, it is the S atom instead of the pyridine group that is the moiety of… Click to show full abstract

Pyridine-4-thiol has been explored as an acceptor for a halogen-bond (HaB) interaction. For this compound, it is the S atom instead of the pyridine group that is the moiety of choice for establishing the interactions, producing a betaine-type structure. Interestingly, when left in solution, this compound forms a methylene-bridged sulfide that implies the activation of the CH2Cl2 solvent. The pre-organization imposed by the HaB seems to have a clear influence on the outcome.

Keywords: halogen bond; bond hab; pyridine thiol; hab

Journal Title: Acta Crystallographica. Section C, Structural Chemistry
Year Published: 2023

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