20602-72-6Relevant academic research and scientific papers
Vinyl Cations, 38. Synthesis and Solvolysis of 3-Substituted 1-Cyclobutenyl Nonaflates
Auchter, Gerhard,Hanack, Michael
, p. 3402 - 3413 (2007/10/02)
3-Methyl- (8a) and 3-cyclopropyl-1-cyclobutenyl nonaflate (8b) as well as 2-cyclopropyl-1-cyclobutenyl nonaflate (12) and the parent 1-cyclobutenyl nonaflate (3) were synthesized from the corresponding cyclobutanones and nonafluorobutanesulfonic anhydride (10).The solvolysis rates and the product compositions of the solvolyses in trifluoroethanol and trifluoroethanol/water mixtures were determined.All 1-cyclobutenyl nonaflates solvolyze via a SN1 mechanism involving the intermediate nonclassical 1-cyclobutenyl cation, which is additionally stabilized by the substituents in the 3-position.
