62499-15-4Relevant academic research and scientific papers
Comparison of the Thermal Stabilities of Diazonium Salts and Their Corresponding Triazenes
Schotten, Christiane,Leprevost, Samy K.,Yong, Low Ming,Hughes, Colan E.,Harris, Kenneth D. M.,Browne, Duncan L.
supporting information, p. 2336 - 2341 (2020/06/05)
A range of diazonium salts and their corresponding triazenes have been prepared in order to directly compare their relative thermal stabilities (via initial decomposition temperature) from differential scanning calorimetry (DSC) data. A structure-stability relationship has been explored to investigate trends in stability, depending on the aromatic substituent and the structure of the secondary amine component of the diazonium salts and triazenes. All of the triazenes investigated show significantly greater stability (many are stable above 200 °C) compared with the corresponding diazonium salts, which show varying stabilities.
1-Aryltriazenes in the Suzuki, Heck, and Sonogashira Reactions in Imidazolium-ILs, with [BMIM(SO3H)][OTf] or Sc(OTf)3 as Promoter, and Pd(OAc)2 or NiCl2·glyme as Catalyst
Sutar, Suraj M.,Savanur, Hemantkumar M.,Malunavar, Shruti S.,Prabhala, Pavankumar,Kalkhambkar, Rajesh G.,Laali, Kenneth K.
supporting information, p. 6088 - 6093 (2019/09/17)
1-Aryltriazenes, the protected and more stable form of aryl-diazonium species, can be conveniently unmasked with Br?nsted acidic-IL or Sc(OTf)3 and coupled with a host of aryl/heteroaryl boronic acids, styrenes, and aryl/alkyl acetylenes in the Suzuki, Heck and Sonogashira reactions in one-pot and in respectable isolated yields, by using palladium or nickel catalyst in readily available imidazolium ILs as solvent, under mild conditions. The scope of these reactions are explored, and the potential for recovery/reuse of the IL solvent is also addressed.
Synthesis of triazenes by using aryl diazonium silica sulfates under mild conditions
Zarei, Amin,Khazdooz, Leila,Aghaei, Hamidreza,Azizi, Ghobad,Chermahini, Alireza Najafi,Hajipour, Abdol R.
, p. 295 - 302 (2013/11/19)
An efficient, fast and straightforward procedure for the synthesis of aryltriazenes is described in the present paper by using aryl diazonium silica sulfates and secondary amines. Using the present method, different kinds of aryl diazonium silica sulfates
Rhodium(III)-catalyzed C-H activation of arenes using a versatile and removable triazene directing Group
Wang, Chengming,Chen, Hu,Wang, Zhaofeng,Chen, Jiean,Huang, Yong
supporting information; experimental part, p. 7242 - 7245 (2012/09/07)
Diverse opportunities: A Rhodium(III)-catalyzed ortho-selective olefination of arenes using a novel triazene as a directing group is reported. This method exhibits substantial post-functionalization synthetic versatility, overcoming a vital limitation in Ca spa 2-H activation/functionalization products: restricted structural diversity. Copyright
Synthesis of Biaryls from Aryltriazenes
Patrick, Timothy B.,Willaredt, Richard P.,DeGonia, David J.
, p. 2232 - 2235 (2007/10/02)
Aryltriazenes react with aromatic solvents in the presence of trifluoroacetic acid to produce biaryls.The mechanism of the reaction involves the formation of arenediazonium trifluoroacetates which lose nitrogen to give mainly aryl radicals.
