61259-78-7Relevant academic research and scientific papers
Synthesis of Di- and Triarylmethanes through Palladium-Catalyzed Reductive Coupling of N -Tosylhydrazones and Aryl Bromides
Xia, Yamu,Hu, Fangdong,Xia, Ying,Liu, Zhenxing,Ye, Fei,Zhang, Yan,Wang, Jianbo
, p. 1073 - 1086 (2017/02/24)
A palladium-catalyzed reductive coupling between N-tosylhydrazones and aryl bromides has been developed. The reaction provides an efficient method for the synthesis of diarylmethanes and triarylmethanes via the formation of C(sp2)-C(sp3) single bonds. This new methodology for the synthesis of diarylmethanes and triarylmethanes is featured by the ready availability of the starting materials, mild reaction conditions, and the tolerance of wide range of functional groups. The reaction follows a pathway including palladium carbene formation, migratory insertion, and reduction of the alkylpalladium(II) intermediate.
Kinetics and Mechanism of the Titanium Tetrachloride-catalysed Cyclotrimerisation of Aryl Cyanates
Cunningham, Ian D.,Brownhill, Andrew,Hamerton, Ian,Howlin, Brendan J.
, p. 1937 - 1944 (2007/10/02)
Aryl cyanates are converted cleanly at 25 deg C to 1,3,5-triazines by catalytic amounts of titanium tetrachloride in dichloromethane.Based on IR spectroscopic, kinetic and product analysis, a mechanism is proposed involving rate -limiting nucleophilic att
PREDOMINANT O-ALKYLATION IN THE ATTACK OF FREE BENZYL CATION ON 2,6-DIMETHYLANISOLE
Angelini, Giancarlo,Sparapani, Cinzia,Speranza, Maurizio
, p. 479 - 484 (2007/10/02)
Labelled benzyl cation from the decay of side-chain multitritiated toluene has been allowed to react with 2,6-dimethylanisole in n-hexane, nitromethane, and diethyl ether solutions at room temperature The nuclear-decay formed (nucleogenic) benzyl cation displays high selectivity toward the n-type centre of the nucleophiles present, leading to predominant formation of benzyl 2,6-dimethylphenyl ether in n-hexane and nitromethane, via the O-benzylated oxonium intermediate.In n-hexane, the oxonium intermediate undergoes partial isomerization, yielding the corresponding ring-substituted products (0.5 meta/para = 1.3).A mechanism involving a tight sandwich ? complex is proposed to account for the solvent effect on product distribution.The mechanistic features of the benzylation process, deduced from the decay experiments, are discussed and compared with those of related gas-phase and conventional Friedel-Crafts data.
Meta Substitution in Electrophilic Benzylations of 2,6-Dimethylphenol and Alkyl 2,6-Dimethylphenyl Ethers: Product Distributions and Mechanism
Miller, Bernard,McLaughlin, Michael P.,Marhevka, Virginia C.
, p. 710 - 719 (2007/10/02)
Electrophilic benzylations of 2,6-dimethylphenol and 2,6-dimethylanisole under a variety of conditions yield ca. 40 percent and 70percent, respectively, of the meta substitution products, although other electrophilic substitution reactions appear to proce
