Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 357, Issue 1, Pages 148-158Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201400609
Keywords
carbocations; catalysis; Lewis acids; organocatalysis; trityl group
Categories
Funding
- Swedish Research Council (VR)
- Stenbacks Foundation
- Wenner-Gren Foundations
Ask authors/readers for more resources
One class of potential Lewis acids that has received negligible attention as a catalyst is the carbocation. Here we show the potential of triarylmethylium ions as highly powerful Lewis acid catalysts for organic reactions. The Lewis acidity of the triarylmethylium ion can be easily tuned by variation of the electronic properties of the aromatic rings and the catalytic activity of the carbocation is shown to correlate directly to the level of stabilization of the empty p(C)-orbital at the cationic carbon. The versatility of triarylmethylium ions as efficient Lewis acid catalysts for organic reactions is demonstrated in Diels-Alder, aza-Diels-Alder, conjugate addition, halogenation, epoxide rearrangement and intramolecular hetro-ene reactions.
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available