87291-52-9Relevant articles and documents
Investigation of Rearrangement Reactions of Cyclic Allyl and Pentadienyl Anions
Sustmann, Reiner,Dern, Heinz-Juergen
, p. 2958 - 2971 (2007/10/02)
Bicyclohexenyl anion (1) and bicycloheptenyl anion (2) rearrange in THF to monocyclic pentadienyl anions, whereas bicyclooctenyl anion 3 is stable under the reaction conditions. 3 in contrary is formed by the known electrocyclic ring closure of cyclooctadienyl anion 7.Rearrangements of cyclopentenyl anion and pentadienyl anion are not detected.Cyclic allyl anions are alkylated by ethene, formed by cleavage of THF with base or independently added. 6,6-Dimethylcyclohexadienyl anion undergoes slow fragmentation to toluene at room temperature.