The DFT B3LYP/6-31G* calculations were carried out for the reactions of C₆H₆ and Ad₃C₆H₃ (Ad = 1,3,5-adamantyl) with superelectrophile CBr₃⁺ as a model of superelectrophilic catalyst CBr₃⁺ Al₂Br₇⁻. The reaction of C₆H₆ with CBr₃⁺ proceeds via the classical scheme of electrophilic reactions of aromatic C − H bond to form initially the barrier-free σ-complex C₆H₆CBr₃⁺. This mechanism was confirmed by the aug-cc-pVDZ basis set calculations. The reaction of Ad₃C₆H₃ with CBr₃⁺ occurs via a quite novel mechanism involving aryl cation formation followed by hydride abstraction of the Ar⁺ from the 2-Ad group and the rearrangement of the 2-Ad⁺ cation into the 4-phenyl-4-protoadamantyl cation. The hydride transfer from both arenes was shown to be more favorable than H radical transfer by more than 40 and 55 kcal mol⁻¹ in the case of C₆H₆ and Ad₃C₆H₃, respectively.

对于C ₆ H ₆和Ad ₃ C ₆ H ₃（Ad = 1,3,5-金刚烷基）与超亲电试剂CBr ₃ ⁺的反应进行了DFT B3LYP / 6-31G *计算，作为超亲电催化剂CBr的模型₃ ⁺的Al ₂溴₇ ^- 。C的反应₆ ħ ₆与CBR _3个⁺前进通过芳族C的亲电反应的经典方案- H键以形成最初的无障碍-σ-络合物C ₆ H ^ ₆ CBR ₃ ⁺。通过aug-cc-pVDZ基集计算确认了该机制。Ad ₃ C ₆ H ₃与CBr ₃ ^+的反应是通过一种非常新颖的机理发生的，该机理涉及芳基阳离子的形成，然后将Ar ⁺的氢化物从2-Ad基团中提取出来，然后将2-Ad ⁺阳离子重排成4个基团。 -苯基-4-原金刚烷基阳离子。在C ₆ H ₆和Ad ₃ C ₆ H ₃的情况下，从两个芳烃的氢化物转移均比H自由基转移更有利，其转移量大于40和55 kcal mol ^-1。， 分别。