Structural, spectroscopic and biological study of trifluoroethyl methansulfonate (methylsulfonyl), TFMSMS

S.E. ULIC; S.B. DÍAZ; E. CONTRERAS AGUILAR; M.E. ARENA; M.E. TUTTOLOMONDO; J. E. GALVÁN; R.D.I. MOLINA; A. BEN ALTABEF

JOURNAL OF MOLECULAR STRUCTURE

ELSEVIER SCIENCE BV

Lugar: Amsterdam; Año: 2022 vol. 1262 p. 133000 - 133011

0022-2860

Trifluoroethyl methansulfonate (methylsulfonyl), TFMSMS is a new compound derived from Clomesone, which was obtained in solid state. As no experimental geometric parameters were available, a confor- mational exploration was carried out (using the concept of ?conformational transferability?), resulting a single stable conformation at room temperature. Infrared, Raman, and liquid NMR spectra were measured. The contributions of the donor → acceptor interaction energies were also analyzed by Natural Bond Or- bitals (NBO) approximations and topological properties (AIM). These results evidenced that electron delo- calization and especially LP O → σ∗O(3)-C(3) interaction play an important role in the reactivity-structure connection of oxoesters and thioesters. TFMSMS could partially inhibit growth and biofilm formation on Pseudomonas aeruginosa and Staphylococcus aureus strains. Moreover, this is the first study demonstrat- ing the methansulfonate complex interference with the Quorum sensing system in Gram-negative bacteria.