911810-01-0Relevant articles and documents
The preparation and structures of several cross-conjugated allenes ("allenic dendralenes")
Lehrich, Friedhelm,Hopf, Henning,Grunenberg, Joerg
, p. 2705 - 2718 (2011)
The cross-conjugated allenes ("allenic dendralenes") 2-allenylbuta-1,3-diene (2), 1,1-divinylallene (3, prepared here as the methyl derivative 49), and 1,1-diallenylethene (4) are prepared either by S N2′-substitution processes from appropriate allenic or acetylenic precursors or by base-catalyzed isomerizations of propargylic substrates. Thermal elimination/isomerization routes to these highly unsaturated hydrocarbons require reaction conditions under which these allenes undergo secondary transformations. The new oligoolefins, the structures of which have been calculated by MP2 methods, are interesting substrates for addition and isomerization reactions. The phenomenon of cross-conjugation is extended to allenes; the resulting oligoolefins are predicted to become useful dienes for multiple-Diels-Alder additions allowing the rapid construction of complex carbon frameworks.
