60078-01-5Relevant academic research and scientific papers
Synthesis and Chemical Transformations of 1,3-Diaryltetrazolium Salts. Preparation of Mercury(II) and Palladium(II) Complexes of 1,3-Diaryltetrazolylene and Reactions of 5-Substituted 1,3-Diphenyltetrazolium Salts with Nucleophiles
Araki, Shuki,Wanibe, Yasumi,Uno, Fujio,Morikawa, Akinao,Yamamoto, Kaori,et al.
, p. 1149 - 1156 (2007/10/02)
1,3-Diaryltetrazolium salts 5 and 6 have been prepared by nitric acid oxidation of the corresponding 5-thiolates 4.The reaction of 5 with mercury(II) acetate gives (1,3-diaryltetrazolylene)mercury(II) complexes 7, which provide 5-halotetrazolium salts 8-10 by treatment with halogen. 1,3-Diphenyltetrazolylene (16), generated in situ by proton abstraction of 1,3-diphenyltetrazolium salts 5a or 6a, has been trapped with p-(dimethylamino)benzenediazonium tetrafluoroborate to form 18/18'.The palladium(II) complex 19 of 1,3-diphenyltetrazolylene has been prepared by oxidative addition of tetrakis(triphenylphosphane)palladium(0) to 5-chlorotetrazolium salt 8.The reactivity of various 5-substituted tetrazolium salts toward carbon nucleophiles depends on the nature of the substituents at C-5.With electronegative substituents, nucleophilic substitution proceeds at C-5, whereas electron-donating substituents direct the nucleophiles towards N-2 yielding ring-cleaved products.Key Words: Mesoionic compounds / Tetrazolium salts, 1,3-diaryl / Carbenes, mesoionic / Carbene-metal complexes / Nucleophilic substitution
Synthesis of Mesoionic Analogues of Heptafulvene via Dicationic Ether Salts Derived from Mesoionic Olates and Trifluoromethanesulphonic Anhydride
Araki, Shuki,Mizuya, Jiro,Butsugan, Yasuo
, p. 2439 - 2442 (2007/10/02)
Three kinds of mesoionic analogues of heptafulvene have been synthesized by the base-induced reaction of active methylene compounds with dicationic ether salts derived from mesoionic olates and trifuoromethanesulphonic anhydride.Based on their spectrocopi
