| Literature DB >> 27775187 |
Sebastian Keess1, Martin Oestreich1.
Abstract
Cyclohexa-1,4-dienes with a tert-butyl group at C3 are shown to function as isobutane equivalents when activated by the strong boron Lewis acid tris(pentafluorophenyl)borane. The hitherto unprecedented transfer hydro-tert-butylation from one unsaturated hydrocarbon to another is achieved with 1,1-diarylalkenes as substrates, thereby presenting itself as a new way of incorporating tertiary alkyl groups into carbon frameworks. Transient carbocation intermediates give rise to competing reaction pathways that could not be fully suppressed.Entities:
Keywords: Lewis acids; alkenes; boron; carbocations; hydroalkylation
Year: 2016 PMID: 27775187 DOI: 10.1002/chem.201604397
Source DB: PubMed Journal: Chemistry ISSN: 0947-6539 Impact factor: 5.236