A facile synthesis and comparative structural characterization with DFT, fluorescence behavior, and anti-microbial activity of O,O'-diethyl-S-(N-phthalimidomethyl) dithiophosphate

Abstract

O,O'-Diethyl-S-(N-phthalimidomethyl) dithiophosphate was synthesized and characterized by different spectroscopic methods (UV, IR, ¹H, ¹³C, ³¹P, and ¹⁵N NMR) as well as DTA, TGA, DSC, and ESI techniques and single crystal X-ray diffraction. The compound exhibits fluorescence behavior and can serve as an antimicrobial agent. The crystal structure of O,O′-diethyl-S-(N-phthalimidomethyl) dithiophosphate displays the monodentate nature of the alkyl dithiophosphate moiety.

GRAPHICAL ABSTRACT

Keywords:

• N-Phthalimidomethyl
• antimicrobial
• fluorescence
• triclinic
• Mulliken charges

Acknowledgments

RR is grateful for financial assistance from the MPCST Project in Bhopal (Endt No. 1045/CST/R&D/2012) and my dear mother’s unwavering support. SAIF Chandigarh, India, provided ESI-MS, IR ¹H, ¹³C and ³¹P NMR spectra, while STIC, Cochin, India, elemental analysis, DTA, TGA, and DSC analyses. The Naval Research Laboratory in the United States supported crystallographic research. Dr. Jan Wikaira and the University of Canterbury provided RJB with access to their diffractometer.

Additional information

Funding

This work was supported by MPCST Bhopal.