15359-97-4Relevant articles and documents
Ab initio study of the selective alkylation of m-cresol with tert-butanol catalyzed by SO3H-functionalized ionic liquids
Zhou, Jinxia,Liu, Xiumei,Zhang, Shuguang,Mao, Jingbo,Guo, Xinwen
, p. 232 - 237 (2010)
Our previous work showed that for catalytic alkylation of m-cresol with tert-butanol (TBA) SO3H-functionalized ionic liquids exhibited several characteristic advantages over conventional catalysts. This work investigated the reaction mechanism of the alkylation of m-cresol with tert-butanol catalyzed by the SO3H-functionalized ionic liquid (IL) through quantum chemical calculation in combination with the experimental studies. The experimental results showed that 2-tert-butyl-5-methyl phenol (2-TBC), 4-tert-butyl-3-methyl phenol (4-TBC) and tert-butyl-m-cresol ether (TBMCE) products were all primary products, while 2,6-di-tert-butyl-3-methyl phenol (2,6-DTBC) was a secondary product. The calculation results indicated that the selectivities of the products depended on the fundamental natures of the reactive sites, including the orbital overlap, the Coulomb and the steric effect in the interaction between the tert-butyl ion ([t-C4H9]+) and the m-cresol; the TBMCE was dynamically favored but not thermodynamically stable, while the C-alkylated products, especially 2-TBC, were the thermodynamically preferred products; the IL played an important role in generating the [t-C4H9]+ from the TBA and the final products from the intermediates.
C60-catalyzed direct C-H arylation of benzene with aryl iodides in air
Kwok, Tsz Yiu,Sonnenschein, Christoph,To, Ching Tat,Liu, Jianwen,Chan, Kin Shing
, p. 2719 - 2724 (2016/05/19)
C60 at 1 mol % loading catalyzed the direct C-H arylation of benzene with aryl iodides in air to yield biaryls. The in situ generation of electron-rich C60(OH)2-, from C60 and OH-, reduced the aryl iodides to aryl radicals for arylation of benzene. The large surface area and spherical shape of C60 facilitated this process.
Mizoroki-heck-type reaction mediated by potassium tert-butoxide
Shirakawa, Eiji,Zhang, Xuejing,Hayashi, Tamio
supporting information; experimental part, p. 4671 - 4674 (2011/06/27)
In the absence of transition-metal catalysts, a Mizoroki-Heck-type reaction proceeded to give stilbene derivatives in a simple manner using an aryl halide, a styrene derivative, KOtBu, EtOH, and DMF (see scheme; DMF=N,N- dimethylformamide).
