Journal of Pure and Applied MicrobiologyVol. 9 No. 2

Synthesis, Characterization and Antimicrobial Activities of Dicationic Triphenylphosphonium Organic Salts with a para xylene Bridge and Fluorinated Counter Anions

Hamisu Ibrahim1, Neil Anthony Koorbanally1*, Deresh Ramjugernath2, Muhammad Dabai Bala1 and Vincent Onserio Nyamori1

1School of Chemistry and Physics, University of KwaZulu-Natal, Westville Campus, Private Bag X54001, Durban 4000, South Africa. 2School of Chemical Engineering, University of KwaZulu-Natal, Howard College Campus, Durban, South Africa.

Received on 12 February 2015 and accepted on 18 March 2015

 

ABSTRACT

Four fluorinated triphenylphosphine (PPh3)-based organic salts were synthesised from PPh3 and ?,?dibromo-p-xylene by first producing quaternised salts, followed by anionic exchange with fluorinated anions, NaBF4, KPF6, CF3SO3Li and CF3COONa. This is the first reported synthesis of the trifluoromethyl sulphonate and the trifluoro acetate ionic salts with the 1,4-phenylenebis(methylene)bis(triphenylphosphonium) dication. The compounds were synthesised in yields of between 80-98% using simple techniques. The salts were characterized by 1H, 13C, 19F and 31P NMR, and IR spectroscopy. The organic salts showed significant activity against Staphylococcus aureus, Escherichia coli, Klebsiella pneumoniae, Salmonella typhi, Candida albicans, and Streptococcus pyogenes when compared with the activities of the standard antimicrobial chloramphenicol and antifungal nystatin.

Keywords : Fluorinated phosphonium organic salts, Antimicrobial activity, Triphenylphosphine organic salts