6310-21-0Relevant articles and documents
Minimization of Back-Electron Transfer Enables the Elusive sp3 C?H Functionalization of Secondary Anilines
Zhao, Huaibo,Leonori, Daniele
supporting information, p. 7669 - 7674 (2021/03/08)
Anilines are some of the most used class of substrates for application in photoinduced electron transfer. N,N-Dialkyl-derivatives enable radical generation α to the N-atom by oxidation followed by deprotonation. This approach is however elusive to monosubstituted anilines owing to fast back-electron transfer (BET). Here we demonstrate that BET can be minimised by using photoredox catalysis in the presence of an exogenous alkylamine. This approach synergistically aids aniline SET oxidation and then accelerates the following deprotonation. In this way, the generation of α-anilinoalkyl radicals is now possible and these species can be used in a general sense to achieve divergent sp3 C?H functionalization.
Synthesis method of 4,4-diamino 3,3-di-tert-butyl diphenylmethane
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Paragraph 0012; 0013; 0014, (2017/03/18)
The invention aims at providing a synthesis method of 4,4-diamino 3,3-di-tert-butyl diphenylmethane. According to the process, o-tert-butyl aniline is used as raw materials to perform further a condensation reaction with formaldehyde under the effect of solid acid catalysts to obtain the 4,4-diamino 3,3-di-tert-butyl diphenylmethane. The reaction temperature is 90 to 150 DEG C; the reaction time is 1 to 8 hours. The o-tert-butyl aniline can be obtained through methyl tertiary butyl ether or tert-butyl alcohol alkylation reaction via aniline; the raw material cost is greatly reduced; the huge possibility is provided for the industrial application of the 4,4-diamino 3,3-di-tert-butyl diphenylmethane. The catalyst is montmorillonoid or kaolin with layered structures sold in the market. The catalyst can be cyclically used. High activity is realized on the synthesis of 4,4-diamino 3,3-di-tert-butyl diphenylmethane from the o-tert-butyl and the formaldehyde. The process belongs to a green environment-friendly and efficient synthesis process for the 4,4-diamino 3,3-di-tert-butyl diphenylmethane.
Rh2(II)-catalyzed intramolecular aliphatic C-H bond amination reactions using aryl azides as the N-atom source
Nguyen, Quyen,Sun, Ke,Driver, Tom G.
supporting information; experimental part, p. 7262 - 7265 (2012/06/16)
Rhodium(II) dicarboxylate complexes were discovered to catalyze the intramolecular amination of unactivated primary, secondary, or tertiary aliphatic C-H bonds using aryl azides as the N-atom precursor. While a strong electron-withdrawing group on the nitrogen atom is typically required to achieve this reaction, we found that both electron-rich and electron-poor aryl azides are efficient sources for the metal nitrene reactive intermediate.