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Original Articles

Synthesis, spectral characterization, and evaluation of antimicrobial activity of O,O′-alkanediyl S-(N-phthalimidomethyl) dithiophosphates and zinc bis(O,O′-alkanediyl) dithiophosphates

, , , &
Pages 300-306 | Received 09 Jun 2016, Accepted 10 Sep 2016, Published online: 27 Dec 2016
 

GRAPHICAL ABSTRACT

ABSTRACT

The synthesis of novel dithiophosphate derivatives has been achieved. Two O,O′-alkanediyl S-(N-phthalimidomethyl) dithiophosphates and two Zinc bis(O,O′-alkanediyl) dithiophosphates are synthesized by an easy and facile chemical synthetic route. Zinc bis[O,O′-(2-methylpentane-2,4-diyl) dithiophosphate] L1, Zinc bis[O,O′-(2-ethylhexane-1,3-diyl) dithiophosphate] L2, O,O′-(2-methylpentane-2,4-diyl) S-(N-phthalimidomethyl) dithiophosphate L3 and O,O′-(2-ethylhexane-1,3-diyl) S-(N-phthalimidomethyl) dithiophosphate L4 are synthesized from the respective ammonium salts. Compounds L1, L2, L3, and L4 are characterized by (CHN) elemental analysis, ESI mass, FT-IR, 1H, 13C, and 31P NMR techniques. The crystal structure of ammonium O,O′-(2-methylpentane-2,4-diyl) dithiophosphate is discussed. L1, L2, L3, and L4 were evaluated for antimicrobial activity. It was found that the phthalimide derivatives L3 and L4 showed much better antifungal potential against some species of fungus. The Zinc dithiophosphates L1 and L2 showed good antibacterial activity against Bacillus cereus and Escherichia coli.

Acknowledgments

R.R. is grateful to my loving mother for her support. The authors are thankful to SAIF Chandigarh, India, for ESI MS, 1H, 13C, and31P NMR spectra respectively and STIC, Cochin, India, for CHN. We are also thankful to the Dean Research, Department of Physics, ITM University, Gwalior, India, for IR measurements. Crystallographic studies were supported in Naval Research Laboratory, USA. R.J.B wishes to acknowledge Dr. Jan Wikaira and the University of Canterbury for access to their diffractometer.

Funding

R.R. is grateful to Madhya Pradesh Council of Science and Technology, Bhopal, India, for financial assistance (grant no. 1045/CST/R&D/2012).

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