Protonation of gamma-Butyrolactone and gamma-Butyrolactam

Beck, Stefanie; Feller, Michael; Spies, Laura; Dietrich, Kai J.; Jessen, Christoph; Stierstorfer, Karin und Kornath, Andreas J. (2020): Protonation of gamma-Butyrolactone and gamma-Butyrolactam. In: Chemistryopen, Bd. 10, Nr. 1: S. 8-15

Abstract

Butyrolactone and.-butyrolactam were reacted in the superacidic systems XF/MF5 (X= H, D;M= As, Sb). Salts of the monoprotonated species of.-butyrolactone were obtained in terms of [(CH2)3OCOH]+[AsF6], [(CH2)3OCOH]+[SbF6] and [(CH2)3OCOD]+[AsF6] and the analogous lactam salts in terms of [(CH2)3NHCOH]+[AsF6], [(CH2)3NHCOH]+[SbF6] and [(CH2)3NDCOD]+[AsF6]. The salts were characterized by low temperature Raman and infrared spectroscopy and for both protonated hexafluoridoarsenates, [(CH2)3OCOH]+[AsF6] and [(CH2)3NHCOH]+[AsF6], single-crystal X-ray structure analyses were conducted. In addition to the experimental results, quantum chemical calculations were performed on the B3LYP/ aug-cc-pVTZ level of theory. As in both crystal structures C...F contacts were observed, the nature of these contacts is discussed with Mapped Electrostatic Potential as a rate of strength.

• Dokumententyp: Zeitschriftenartikel
• Fakultät: Chemie und Pharmazie > Department Chemie
• Themengebiete: 500 Naturwissenschaften und Mathematik > 540 Chemie
• ISSN: 2191-1363
• Sprache: Englisch