Friedel-Crafts Type Methylation with Dimethylhalonium Salts

被引：6
|
作者：
Haemmerling, Sebastian [1 ]
Vossnacker, Patrick [1 ]
Steinhauer, Simon [1 ]
Beckers, Helmut [1 ]
Riedel, Sebastian [1 ]
机构：
[1] Free Univ Berlin, Inst Chem & Biochem, Fabeckstr 34-36, D-14195 Berlin, Germany
来源：
CHEMISTRY-A EUROPEAN JOURNAL | 2020年 / 26卷 / 63期
关键词：
electrophilic substitution; halonium ions; methylation; reaction mechanism; weakly coordinating anion; NUCLEAR-MAGNETIC-RESONANCE; SPIN COUPLING-CONSTANTS; BASIS-SETS; PERTURBATION-THEORY; DFT; THERMOCHEMISTRY; STABILITY; SOLVENTS; KINETICS; SOPPA;
D O I：
10.1002/chem.202001457
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The dimethylchloronium salt [Me2Cl][Al(OTeF5)(4)] is used to methylate electron-deficient aromatic systems in Friedel-Crafts type reactions as shown by the synthesis ofN-methylated cations, such as [MeNC5F5](+), [MeNC5F4I](+), and [MeN3C3F3](+). To gain a better understanding of such fundamental Friedel-Crafts reactions, the role of the dimethylchloronium cation has been evaluated by quantum-chemical calculations.
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页码：14377 / 14384
页数：8
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