The photochemistry of nitramines, I: Preparation of nitroxides in solution and in situ in single crystals
Bodnar, John William
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Ultraviolet irradiation of cyclic nitramines , both in solution and as single crystals, reveals an EPR signal due to nitroxide radicals. Photolysis of solutions of nitramines in 1 , 3-propanediol cyclic carbonate in the EPR cavity allowed preparation and assignment of the spectra of pyrrolidine N-oxide , piperidine N-oxide , morpholine N-oxide , 4-methylpiperidine N-oxide , 4-t-butylpiperidine N-oxide , 4-nitropiperazine N-oxide , 3-nitro-l ,3,-diazacyclohexane N-oxide, and 3,5-dinitro-l ,3,5-triazacyclohexane N-oxide. Photolysis of N-nitropyrrolidine and N-nitromorpholine single crystals led to in situ generation of pyrrolidine N-oxide and morpholine N-oxide respectively, and hyperfine tensors for both nitrogen and hydrogen coupling were assigned.
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