1-(2-吡啶基)-2-芳基吡啶鎓的光环化产生苯并[c]吡啶基[1,2 - a ] -1,8-萘吡啶鎓阳离子。1,2,6-三芳基吡啶鎓的光双环化反应会生成苯并[8,9]喹啉并[4,5,6,7-喂入的]菲啶鎓阳离子及其9-氮杂衍生物。电子给体取代基往往会降低产率,否则产率会很高。该结构通过X射线晶体学分析以及紫外和核磁共振谱来支持。
On the Solution Chemistry of Parent Nitrenium Ion NH<sub>2</sub><sup>+</sup>: The Role of the Singlet and Triplet States in Its Reactions with Water, Methanol, and Hydrocarbons
作者:Sanjay Srivastava、Michael Kercher、Daniel E. Falvey
DOI:10.1021/jo990324+
日期:1999.8.1
Chemical reactions of the parent nitrenium ion NH2+ were examined. The latter was generated in various solutions through photolysis of 1-amino-2,4,6-triphenylpyridinium perchlorate. It was found that the hydrocarbons, toluene and triphenylmethane, trap NH2+ through two independent pathways. There is a free radical pathway which leads to bibenzyl (in the case of toluene) or the trityl radical (in the case of triphenylmethane). There is also a hydride transfer pathway which leads to benzyltoluene (in the case of toluene) or triphenylmethanol (in the case of triphenylmethane). Results from dilution, triplet sensitization, and EPR experiments lead to the assignment of the hydride transfer pathway to the singlet state of NH2+ and the radical pathway to the triplet state of NH2+. Trapping experiments with H2O and CH3OH were also carried out, and it was shown that the singlet state of NH2+ undergoes a net insertion into the O-H bonds of these substrates.
KATRITZKY A. R.; ZAKARIA Z.; LUNT E., J. CHEM. SOC. PERKIN TRANS, 1980, 1, NO 9, 1879-1887
作者:KATRITZKY A. R.、 ZAKARIA Z.、 LUNT E.
DOI:——
日期:——
KATRITZKY A. R.; LEWIS J.; NIE P.-L., J. CHEM. SOC. PERKIN TRANS. PART 1, 1979, NO 2, 446-450
作者:KATRITZKY A. R.、 LEWIS J.、 NIE P.-L.
DOI:——
日期:——
KATRITZKY A. R.; LEWIS J.; NIE P.-L., J. CHEM. SOC. PERKIN TRANS. PART 1, 1979, NO 2, 442-445
作者:KATRITZKY A. R.、 LEWIS J.、 NIE P.-L.
DOI:——
日期:——
Boehm, Stanislav; Kubik, Richard; Novotny, Jiri, Collection of Czechoslovak Chemical Communications, 1991, vol. 56, # 11.1, p. 2326 - 2339
作者:Boehm, Stanislav、Kubik, Richard、Novotny, Jiri、Ondracek, Jan、Kratochvil, Bohumil、Kuthan, Josef