1160166-16-4Relevant academic research and scientific papers
Iron-catalyzed friedel-crafts benzylation with benzyl TMS ethers at room temperature
Sawama, Yoshinari,Shishido, Yuko,Kawajiri, Takahiro,Goto, Ryota,Monguchi, Yasunari,Sajiki, Hironao
supporting information, p. 510 - 516 (2014/04/03)
Friedel-Crafts benzylations between unactivated arenes and benzyl alcohol derivatives are clean and straightforward processes to construct biologically useful di- and triarylmethanes. We have established an efficient iron-catalyzed Friedel-Crafts benzylation method at room temperature that uses benzyl TMS ethers as substrates, which are poorly reactive under common nucleophilic substitution conditions. The reaction seems to progress through iron-catalyzed self-condensation of the benzyl TMS ether to the corresponding dibenzylic ether. The use of excess arene relative to benzyl TMS ether produced mono-benzylated arene (diand tri-arylmethane products), whereas the use of excess benzyl TMS ether versus arene provided bis-benzylated arene (polyarylated products) in high yields and regioselectivities. In previous methods, the latter double Friedel-Crafts benzylations hardly proceed.
Generation of diarylcarbenium ion poolsviaelectrochemical C-H bond dissociation
Okajima, Masayuki,Soga, Kazuya,Watanabe, Takashi,Terao, Kimitada,Nokami, Toshiki,Suga, Seiji,Yoshida, Jun-Ichi
experimental part, p. 594 - 599 (2009/11/30)
The "cation pools" of diarylcarbenium ions have been generated by the low-temperature electrochemical oxidation of diphenylmethane derivatives. In addition to diphenylmethanes having various substituents, 9,10-dihydroanthracene, dibenzosuberane, and xanth
