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- Title
3- tert-Butyl-Substituted Cyclohexa-1,4-dienes as Isobutane Equivalents in the B(C<sub>6</sub>F<sub>5</sub>)<sub>3</sub>-Catalyzed Transfer Hydro- tert-Butylation of Alkenes.
- Authors
Keess, Sebastian; Oestreich, Martin
- 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.
- Subjects
CYCLOHEXANE derivatives; ISOBUTANE; ALKENE derivatives; HYDROCARBONS; CHEMICAL reactions
- Publication
Chemistry - A European Journal, 2017, Vol 23, Issue 25, p5925
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.201604397