DFT mechanistic study of reactions of С₆H₆ and 1,3,5-Ad₃C₆H₃ with CBr₃. The first example of hydride transfer from aromatic CH bond to electrophile

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• 作者：Yurii A. Borisov ^{yuaborisov@mail.ru} ; Irena S. Akhrem ; ^{cmoc@ineos.ac.ru} ; ^{irena.akhrem@gmail.com}
• 关键词：Density functional theory ; Mechanism of electrophilic reactions of arenes ; Aryl cation ; Rearrangement of adamantyl cation into protoadamantyl cation ; Superelectrophile CBr3+
• 刊名：Journal of Molecular Catalysis A: Chemical
• 出版年：2017
• 出版时间：January 2017
• 年：2017
• 卷：426
• 期：part_PB
• 页码：610-617
• 全文大小：1393 K
• 卷排序：426

文摘

The DFT calculation proves hydride transfer from aromatic C − H bond to electrophile. Reaction of 1,3,5-Ad3C6Н2 (Ad = adamantyl) with CBr3+ occurs via aryl cation formation. The calculations show that benzene reacts with CBr3+ to form the σ-complex C6H6+CBr3.