syntheses, structures and antimicrobial activities of bis(imino)acenaphthene (bian) imidazolium salts的合成、结构和抗菌活动bis(亚氨基的)苊imidazolium盐(扁).pdf

Molecules 2011, 16, 3168-3178; doi:10.3390/molecule OPEN ACCESS molecules ISSN 1420-3049 /journal/molecules Article Syntheses, Structures and Antimicrobial Activities of bis(Imino)acenaphthene (BIAN) Imidazolium Salts Rachel R. Butorac 1, Salem S. Al-Deyab 2 and Alan H. Cowley 1,* 1 Department of Chemistry and Biochemistry, University of Texas at Austin, 1 University Station, A5300, Austin, TX 78712, USA 2 Chemistry Department, College of Science, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia * Author to whom correspondence should be addressed; E-Mail: cowley@; Tel.: +1-512-471-7478. Received: 25 March 2011; in revised form: 11 April 2011 / Accepted: 12 April 2011 / Published: 15 April 2011 Abstract: The syntheses of four new bis(imino)acenaphthene (BIAN) imidazolium chlorides are reported, three of which have been structurally characterized. The synthesis of a new, structurally authenticated BIAN ligand is also described. We report the results of the use of these BIAN imidazolium salts as antimicrobials against the pathogens S. aureus, B. subtilis, E. coli and P. aeruginosa . The antimicrobial efficacies were particularly high for the N-(2,6-diisopropylphenyl)- and N-(mesityl)- substituted BIAN imidazolium salts (MIC values 0.6 μg/mL). Keywords: imidazolium chloride; BIAN; synthesis; X-ray structure; antimicrobial activity 1. Introduction It has been known for over a century that quaternary ammonium compounds (QACs) po