tetrabutylammonium-triphenyldifluorosilicate and tetrabutylammonium

The use of Me3SiO(-)/Bu4N(+) as a general activator of organotrimethylsilanes for addition reactions has been established. The broad scope of the method offers trimethylsilanes (including acetate, allyl, propargyl, benzyl, dithiane, heteroaryl, and aryl derivatives) as bench-stable organometallics that can be readily utilized as carbanion equivalents for synthesis. Reactions are achieved at rt without the requirement of specialized precautions that are commonplace for other organometallics.

Topics: Catalysis; Cations; Molecular Structure; Organometallic Compounds; Organosilicon Compounds; Quaternary Ammonium Compounds; Quinolizines; Sulfur Compounds; Trimethylsilyl Compounds

Due to the increasing number of strains of drug-resistant bacteria, the development of new antibiotics has become increasingly important. The antibacterial properties of quaternary amines and their derivatives on both Gram-positive and Gram-negative bacteria are well known. However, an encompassing study with specific emphasis on the role of the counter-anion has not been reported in the literature. By monitoring the Zone of Inhibition of various concentrations of tetrabutylammonium (TBA) salts, we observed that the counter anion plays a significant role in activity. We developed a novel method of reporting activity using zone of inhibition tests (ZI(MAX)/K(ZI)) and found it to be strongly correlated with the minimum inhibitory concentration (MIC).

Topics: Anions; Anti-Infective Agents; Disk Diffusion Antimicrobial Tests; Quaternary Ammonium Compounds; Structure-Activity Relationship