The development of a new method for the trapping of nitric oxide
2014-12-15T10:35:40Z (GMT) by
Substituted butadienes (1) and (2) were synthesised and their salts prepared, (3) and (4). Compounds (1), (3) and (4) were reacted with nitric oxide (NO); causing the salts to form a material insoluble in deuterated chloroform, and the free amine to undergo an unidentified process after a long reaction time. (Fig. 3517A).;Phenyl cyclopropane (5) reacted with NO to give 5-phenyl-4, 5-dihydroisoxazole (6). (Fig. 3517B).;Similarly, racemic trans-1, 2-diphenylcyclopropane (7) reacted with NO to give 3,5-diphenyl-4, 5-dihydroisoxazole (8). (Fig. 3517C).;Racemic trans-cyclopropane esters (9) and (10) were reacted in a similar way to give the 4,5-dihydroisoxazoles (11) and (12). (Fig. 3517D).;Epoxides (13) and (14) reacted with NO to give the nitrate esters (15) and (16). The X-ray structure of (15a) was obtained. (Fig. 3517E).;Epoxides (13) reacted with HNO3 to give the nitrate (15), providing evidence supporting the suggestion that the reaction with NO proceeds via formation of HNO3 in solution.