13031-43-1Relevant articles and documents
Solvent and temperature effects in the free radical aerobic oxidation of alkyl and acyl aromatics catalysed by transition metal salts and N-hydroxyphthalimide: New processes for the synthesis of p-hydroxybenzoic acid, diphenols, and dienes for liquid crystals and cross-linked polymers
Minisci, Francesco,Recupero, Francesco,Cecchetto, Andrea,Gambarotti, Cristian,Punta, Carlo,Paganelli, Roberto,Pedulli, Gian Franco,Fontana, Francesca
, p. 163 - 168 (2004)
The aerobic oxidation of 4,4′-diisopropyldiphenyl and 2,6-diisopropylnaphthalene, catalysed by N-hydroxyphthalimide and Co(II) salts, leads to the corresponding tertiary benzyl alcohols with high conversion and selectivity under mild conditions (temperature 30-60°C and atmospheric pressure). Solvent and temperature effects, as resulting from the pioneering work of C. Walling, and more recently from the conclusive resolution of K. U. Ingold and co-workers on a quantitative kinetic basis, strongly affect the selectivity of the aerobic oxidation. This is related to the ratio between the rate of β-scission of the alkoxyl radical, which leads to acetophenone derivatives, and the rate of hydrogen atom abstraction, leading to tertiary benzyl alcohols. These latter are efficiently converted either to diphenols for the production of liquid crystals, by reaction with H2O2, or to dienes, useful as cross-linking agents, by dehydration. The aerobic oxidation of p-hydroxyacetophenone catalysed by Mn(NO3)2 and Co(NO3)2 leads with high selectivity to p-hydroxybenzoic acid, a useful monomer for liquid crystals.
Electrochemical Aerobic Oxidative Cleavage of (sp3)C-C(sp3)/H Bonds in Alkylarenes
Liu, Shuai,Liu, Zhong-Quan,Shen, Tong,Shen, Xu,Wang, Nengyong,Wu, Jintao,Yang, Le,Zhao, Jianyou
, p. 3286 - 3295 (2022/03/14)
An electrochemistry-promoted oxidative cleavage of (sp3)C-C(sp3)/H bonds in alkylarenes was developed. Various aryl alkanes can be smoothly converted into ketones/aldehydes under aerobic conditions using a user-friendly undivided cell setup. The features of air as oxidant, scalability, and mild conditions make them attractive in synthetic organic chemistry.
Site-Specific Oxidation of (sp3)C-C(sp3)/H Bonds by NaNO2/HCl
Zhao, Jianyou,Shen, Tong,Sun, Zhihui,Wang, Nengyong,Yang, Le,Wu, Jintao,You, Huichao,Liu, Zhong-Quan
, p. 4057 - 4061 (2021/05/26)
A site-specific oxidation of (sp3)C-C(sp3) and (sp3)C-H bonds in aryl alkanes by the use of NaNO2/HCl was explored. The method is chemical-oxidant-free, transition-metal-free, uses water as the solvent, and proceeds under mild conditions, making it valuable and attractive to synthetic organic chemistry.
Method for oxidative cracking of compound containing unsaturated double bonds
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Paragraph 0108-0114; 0152-0154, (2021/07/09)
The invention relates to a method for oxidative cracking of a compound containing unsaturated double bonds. The method comprises the following steps: (A) providing a compound (I) containing unsaturated double bonds, a trifluoromethyl-containing reagent and a catalyst, wherein the catalyst is shown as a formula (II): M(O)mL1yL2z (II), M, L1, L2, m, y, z, R1, R2 and R3 being defined in the specification; and (B) mixing the compound containing the unsaturated double bonds and the trifluoromethyl-containing reagent, and performing an oxidative cracking reaction on the compound containing the unsaturated double bonds in the presence of air or oxygen by using the catalyst to obtain a compound represented by formula (III),.
