61819-81-6Relevant academic research and scientific papers
Development of highly efficient Friedel-Crafts alkylations with alcohols using heterogeneous catalysts under continuous-flow conditions
Kobayashi, Shū,Koumura, Nagatoshi,Masuda, Koichiro,Okamoto, Yukiko,Onozawa, Shun-Ya
, p. 24424 - 24428 (2021/07/29)
The development of Friedel-Crafts alkylations with alcohols under continuous-flow conditions using heterogeneous catalysts is reported. The reactivities and durabilities of the examined catalysts were systematically investigated, which showed that montmorillonite clay is the best catalyst for these reactions. A high turnover frequency of 9.0 × 102h?1was recorded under continuous-flow conditions, and the continuous operation was successfully maintained over one week.
Selective Conversion of Benzylic Phosphates into Diarylmethanes Through Al(OTf)3-Catalyzed Friedel–Crafts-Type Benzylation
Yurino, Taiga,Hachiya, Asuka,Suzuki, Keisuke,Ohkuma, Takeshi
, p. 2225 - 2232 (2020/04/16)
Al(OTf)3 was identified as a high-performance catalyst for Friedel–Crafts-type benzylation using benzylic phosphates as electrophiles. The reaction proceeded even with 0.2 mol-% of the catalyst. A series of diarylmethanes (21 examples) was obtained in moderate to high yield. The catalyst showed unique chemoselectivity, preferentially converting the benzylic phosphate motif, even with a benzylic acetate group existed in the same molecule.
Iron-catalyzed benzylation reaction of arenes with benzyl thiocyanates
Guo, Xiao-Kang,Zhao, Dong-Yun,Li, Jin-Heng,Zhang, Xing-Guo,Deng, Chen-Liang,Tang, Ri-Yuan
supporting information; experimental part, p. 627 - 631 (2012/03/27)
A novel, regioselective protocol for the synthesis of diphenylmethane derivatives has been developed by using iron-catalyzed Friedel-Crafts reaction of arenes with benzyl thiocyanates. In the presence of FeBr3, a variety of benzyl thiocyanates underwent the reaction with arenes to selectively afford the corresponding diarylmethane derivatives in moderate to high yields. Georg Thieme Verlag Stuttgart · New York.
Intermolecular Friedel-Crafts reaction catalyzed by InCl3
Kaneko, Miho,Hayashi, Ryuji,Cook, Gregory R.
, p. 7085 - 7087 (2008/03/11)
Our recent discovery that In(III) salts were able to activate halides catalytically under mild conditions for the intermolecular Friedel-Crafts cyclization prompted us to explore this highly efficient activation in intermolecular Friedel-Crafts reactions. The alkylation of p-xylene with allylic and benzylic halides was demonstrated under catalytic and mild condition to afford in some cases quantitative yields of the monoalkylated products without the need to employ large excesses of reactants.
Diamino compounds and methods for preparing them
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, (2008/06/13)
An object of the invention is to propose diamino compounds expressed by the following general formula (1) which are suitable to obtain a raw material, a polyimide resin, for a liquid crystal aligning film without any image sticking and with a high voltage holding ratio at from a low temperature to a high temperature as well as the preparation thereof: STR1
Hydride Transfers During Friedel-Crafts Reactions of 5,5-Dimethyl-4,5-dihydrofuran-2(3H)-one
Rae, Ian D.,Woolcock, Mark L.
, p. 1023 - 1029 (2007/10/02)
5,5-Dimethyl-4,5-dihydrofuran-2(3H)-one (4,4-dimethylbutyrolactone) reacts with toluene and with p-xylene in the presence of anhydrous aluminium chloride to give 4-methylpentanoyl benzenes with one, two or three methyls on the benzene ring.Reduction of the side chain has taken place by hydride transfer from an aromatic methyl, the resulting benzylic carbocation going on to form diarylmethanes by reaction with solvent molecules.
SYNTHESIS OF SUBSTITUTED 2,4,5-TRIMETHYLDIPHENYLMETHANES
Pozdnyakovich, Yu. V.,Borodovitsyn, V. V.,Pozdnyakovich, S. A.,Shein, S. M.
, p. 353 - 359 (2007/10/02)
2,5-Dimethyldiphenylmethane and its 2'- and 4'-methyl, chloro, and nitro derivatives were obtained by the reaction of substituted benzyl chlorides with p-xylene in the presence of ferric chloride and zinc stearate.The yields of the 2,5-dimethyldiphenylmethanes depend on the nature of the substituent in the benzyl chloride and decrease with the substituents in the order NO2>Cl>H>CH3.The 2' and 4'-methyl, chloro, and aminoderivatives of 2,4,5-trimethyldiphenylmethane were synthesized by chloromethylation of the obtained diphenylmethanes with paraform in acetic acid in the presence of zinc chloride followed by reduction of the 2,5-dimethyl-4-chloromethyldiphenylmethanes with zinc in acetic acid.
