16252-13-4Relevant academic research and scientific papers
Coupling of arylboronic acids with benzyl halides or mesylates without adding transition metal catalysts
Wu, Guojiao,Xu, Shuai,Deng, Yifan,Wu, Chaoqiang,Zhao, Xia,Ji, Wenzhi,Zhang, Yan,Wang, Jianbo
, p. 8022 - 8030 (2016)
We report herein a transition-metal-free coupling reaction of arylboronic acids with benzyl halides and mesylates for the construction of C(sp2)[sbnd]C(sp3) bonds. A unique feature of this coupling reaction is the formation regioisomers in some cases. Mechanistic studies suggest that this reaction may proceed via an unprecedented Friedel–Crafts-type reaction pathway under base conditions with the assistance of boronic acid moiety.
Synthetic method of diarylmethanes
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Paragraph 0159; 0160; 0161; 0162; 0163, (2017/08/28)
The invention discloses a synthetic method of diarylmethanes. The method is characterized in that benzyl pseudohalide and aromatic boric acid are reacted in an organic solvent under alkaline condition. The method employs easily available raw materials, conversion is realized under effect of no transition metal catalysis, water-free and oxygen-free are not required, Lewis acid catalysis is not required, the method has wide substrate universality, and various substituted diarylmethanes can be synthesized by the method.
REACTION OF SUBSTITUTED BENZYL CHLORIDES WITH 1,4-DI-tert-BUTYLBENZENE AND 1,3,5-TRI-tert-BUTYLBENZENE
Pozdnyakovich, Yu. V.,Savyak, R. P.,Kondratova, G. B.,Shein, S. M.
, p. 2292 - 2297 (2007/10/02)
The reaction of substituted benzyl chlorides with 1,4-di-tert-butylbenzene in the presence of titanium chloride leads to the formation of 2,5-di-tert-butyldiphenylmethane and 3- and 4-tert-butyldiphenylmethanes.The amount of 4-tert-butyldiphenylmethane, formed through ipso substitution of the tert-butyl group, depends on the nature of the substituents in the benzyl chloride and varies in the order 2-Cl > 4-Cl > H >4-CH3.Only the 3,5-di-tert-butyl-2- and 3,5-di-tert-butyl-4-chlorodiphenylmethanes, i.e., the products from ipso substitution of the tert-butyl group, are formed during the benzylation of 1,3,5-tri-tert-butylbenzene with 2- and 4-chlorobenzyl chloride.
