An unusually stable pyridine-2-selenenyl chloride: structure and reactivity

• DOI: 10.1007/s11224-016-0845-3
• Publication Date: 2016-09-10T01:48:30Z
• Authors: Victor N. Khrustalev; Zhanna V. Matsule...; Rinat R. Aysin; Julia M. Lukiyanova; Georgy K. Fukin; Yan V. Zubavichus; Rizvan K. Askerov; Abel M. Maharramov; Alexander V. Borisov
• Keywords: Dichloromethane; Reactivity

According to an X-ray diffraction study, pyridine-2-selenenyl chloride (1) characterized by unusually high stability both in solutions and in the solid state adopts a dimeric structure formed by two secondary intermolecular Se···N interactions. However, it slowly transforms into zwitterionic T-shaped pyridinium-2-selenenyl dichloride (2) in a dichloromethane solution. Conformational features, electronic structures, and reactivities of 1 and 2 are discussed on the basis of experimental and theoretical (quantum chemical calculations) data. © 2016, Springer Science+Business Media New York.