23853-82-9Relevant academic research and scientific papers
Oxidation of Tertiary Aromatic Alcohols to Ketones in Water
Chen, Dengfeng,Zhang, Yuchen,Pan, Xingyu,Wang, Fei,Huang, Shenlin
supporting information, p. 3607 - 3612 (2018/09/18)
A new rosin-based amphiphile enables the oxidation of tertiary aromatic alcohols in water under mild conditions. The oxidation process is mediated by β-scission of alkoxy radicals. Our catalyst system including the surfactant, catalysts, and water can be easily recycled within the same reaction vial. (Figure presented.).
Catalytic Lactonization of Unactivated Aryl C-H Bonds with CO2: Experimental and Computational Investigation
Song, Lei,Zhu, Lei,Zhang, Zhen,Ye, Jian-Heng,Yan, Si-Shun,Han, Jie-Lian,Yin, Zhu-Bao,Lan, Yu,Yu, Da-Gang
supporting information, p. 3776 - 3779 (2018/07/21)
The first catalytic lactonization of unactivated aryl C-H bonds with CO2 to afford important phthalides is reported. Notably, this method features high selectivity, excellent functional group tolerance, smooth scalability, and facile product diversification. DFT calculations reveal that a novel insertion of two CO2 into the O-Pd bond of a palladacycle might be the key step, providing great potential and a different perspective for carbonylation with CO2.
Time-resolved kinetic study of the electron-transfer reactions between ring-substituted cumyloxyl radicals and alkylferrocenes. Evidence for an inner-sphere mechanism
Bietti, Massimo,DiLabio, Gino A.,Lanzalunga, Osvaldo,Salamone, Michela
supporting information; experimental part, p. 1789 - 1794 (2011/06/21)
A time-resolved kinetic study of the reactions of ring-substituted cumyloxyl radicals (4-X-CumO.: X = OMe, t-Bu, Me, Cl, CF3) with methylferrocenes (MeNFc: n = 2, 8, 10) has been carried out in acetonitrile solution. Evide
Synthesis and analysis of resorcinol-acetone copolymer
Kobayashi, Ataru,Konishi, Gen-Ichi
experimental part, p. 364 - 377 (2009/08/08)
Synthesis and characterization of resorcinol-acetone copolymer is described. The polymer was prepared by trifluoroacetic acid-catalyzed polymerization of resorcinol with acetone. According to the 1H-NMR, 13C-NMR, and MALDI-TOF Mass s
Improved preparative route toward 3-arylcyclopropenes
Sherrill, William M.,Kim, Ryan,Rubin, Michael
, p. 8610 - 8617 (2008/12/21)
A convenient preparative protocol for the synthesis of various 3-arylcyclopropenes in a multigram scale is disclosed. Optimization of the reaction conditions and isolation procedures allowed for significant improvement of the chemical yields of these strained products. The described protocol was used for efficient preparation of a series of 3-methyl-3-arylcyclopropenes possessing different substituents in the aromatic ring. The effect of substitution in the aryl group on the stability of 3-arylcyclopropenes, as well as the corresponding precursors, is discussed.
Substituent effects on benzyl radical hyperfine coupling (hfc) constants. Part 3. Comparison of the α-hfc for substituted benzyl radicals with the β-hfc for substituted cumyl radicals
Arnold, Donald R.,Nicholas, A. Martin de P.,Snow, Miles S.
, p. 1150 - 1156 (2007/10/02)
The electron spin resonance (esr) spectra of eighteen para-substituted cumyl radicals were analyzed.The relationship between the β-hyperfine coupling (β-hfc) constants of these cumyl radicals and the corresponding α-hfc constants of benzyl radicals was studied.Although there is a general trend for the α- and β-hfc values to vary in a similar manner, specific deviations from a linear correlation between these parameters were observed.These deviations were rationalized by considering charge effects on spin delocalization.The correlation coefficient for the linear regression analysis of these α- and β-hfc values was found to significantly improve when parameters reflecting charge effects on spin delocalization were included in an extended Hammett treatment of the spectral data.
Reaction of N,N-Dimethylaniline Derivatives with Cumene Hydroperoxide. Oxazolidine Formation via Addition of α-Aminomethyl Radicals to Formaldehyde
Humphreys, Robert W. R.
, p. 1483 - 1487 (2007/10/02)
The reactions of N,N-dimethylaniline derivatives (1) with cumene hydroperoxide in acetonitrile at 100 deg C produce significant amounts of the corresponding N-aryloxazolidine (6).Oxazolidine formation occurs by addition of α-aminomethyl radicals (7) to formaldehyde to give the alkoxy radical (8), followed by intramolecular 1,6 H-atom abstraction, oxidation, and cyclization.The results of labeling experiments and the dependence of the oxazolidine yield on the formaldehyde concentration support this mechanism.Alkoxy radical 8 was generated by an alternative route anddoes give the oxazolidine.Radical addition to the carbonyl carbon of formaldehyde is a reflection of the electron-rich, nucleophilic nature of the α-aminomethyl radical 7 and rapid trapping of the resulting alkoxy radical 8 via intramolecular H-atom abstraction through a six-membered transition state.
