Friedel-Crafts Reaction of N,N-Dimethylaniline with Alkenes Catalyzed by Cyclic Diaminocarbene-Gold(I) Complex.

ABSTRACT: In general, Friedel-Crafts reaction is incompatible with amines due to the Lewis acidity of the catalysts. Recently, we reported that cyclic diaminocarbene-Gold(I) can be used as catalyst for the Friedel-Crafts alkylation between aromatic amines and alkenes. Herein, a systematically theoretical research was performed on this rare Friedel-Crafts reaction. The adopted calculation method is accurate enough to reproduce the crystal structure of the catalyst. It was found that the reactions followed the electrophilic aromatic substitution mechanism. The gold cation can activate the C=C double bond and generate the electrophilic group which can be attacked by the aromatic ring. The para-product is more energy favorable which agrees well with the experimental results. The reaction of α-methylstyr

SUBMITTER: Wu H 

PROVIDER: S-EPMC6065310 | biostudies-literature | 2018 Jul

REPOSITORIES: biostudies-literature