Synthesis and spin trapping properties of polystyrene supported trifluoromethylated cyclic nitrones

Abstract

Polystyrene supported fluorinated cyclic nitrone spin-traps: Resin-2-HFDMPO (2-hydroxymethyl-2-methyl-5-(trifluoromethyl)-3,4-dihydro-2H-pyrrole-1-oxide) and Resin-2-PFDMPO (2-(3-hydroxypropyl)-2-methyl-5-(trifluoromethyl)-3,4-dihydro-2H-pyrrole 1-oxide) containing a trifluoromethyl pyrroline-N-oxide core were developed to detect free radicals under flow conditions. A continuous flow EPR technique was used to evaluate the spin trapping properties of these tethered nitrones. While both resins trapped radicals, polymer supported nitrone Resin-2-PFDMPO with a longer and more flexible linker showed a more information rich spectrum than Resin-2-HFDMPO.

Keywords:

• Fluorinated
• free radicals
• nitrone
• polymer supported
• spin trapping

Acknowledgements

A portion of this research was performed using EMSL (grid.436923.9), a DOE Office of Science User Facility sponsored by the Office of Biological and Environmental Research.

Disclosure statement

No potential conflict of interest was reported by the authors.

Additional information

Funding

We gratefully acknowledge funding from NSF DMR-1404550, in addition to NSF CHE 1427922 for MS instrumentation, and NMR equipment grants NSF CHE 0342912 and NIH S10-RR19918.