Tetrahedron p. 565 - 584 (1967)
Update date:2022-08-16
Topics:
Koebrich, G
Heinemann, H
Zuendorf, W
1-Bromo-2,2-dimethylvinyl-lithium (VII) is stable at -110° in THF. On warming to -60° it decomposes to yield tetramethylbutatriene (IX), which in trun reacts with VII to form 1-dimethylvinylidene-2-isopropylidene-3,3-dimethylcyclopropane (XIV), 1,2′-diisopropylidene-1′,1′. 2,2-tetramethyl-dicyclopropylidene (XX), and 1,2,4-triisopropylidene-5,5-dimethyl-spiropentane (XXII) in addition to triisopropylidene-cyclopropane (XV), the first known compound with [3]-radialenestructure. The latter reacts with tetracyanoethylene at room temperature by transient formation of a charge transfer complex to give the spiro compound XXIII instead of a Diels-Alder adduct.
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(1973)
