Moss Robert A, Chu Gaosheng, Sauers Ronald R
Department of Chemistry and Chemical Biology, Rutgers, The State University of New Jersey, New Brunswick, New Jersey 08903, USA.
J Am Chem Soc. 2005 Mar 2;127(8):2408-9. doi: 10.1021/ja050103n.
The reaction of p-nitrophenoxychlorodiazirine with tetrabutylammonium fluoride follows three channels: (1) approximately 17% of p-nitrophenoxide/fluoride exchange to chlorofluorodiazirine and p-nitrophenol, (2) approximately 28% of Cl/F exchange to p-nitrophenoxyfluorodiazirine, and (3) approximately 55% of ipso fluoride attack, affording p-nitrofluorobenzene and the previously unknown diazirinone (diazacyclopropenone).
(1) 约17%的对硝基苯氧基/氟交换生成氯氟二氮杂环丙烷和对硝基苯酚；(2) 约28%的氯/氟交换生成对硝基苯氧基氟二氮杂环丙烷；(3) 约55%的本位氟进攻，生成对硝基氟苯和此前未知的二氮杂环丙烯酮（二氮杂环丙烷酮）。
