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Decatetraenes electrocyclization

The prediction on the basis of orbital symmetry analysis that cyclization of eight-n-electron systems will be connotatoiy has been confirmed by study of isomeric 2,4,6,8-decatetraenes. Electrocyclic reaction occurs near room temperature and establishes an equilibrium that favors the cyclooctatriene product. At slightly more elevated temperatures, the hexatriene system undergoes a subsequent disrotatory cyclization, establishing equilibrium with the corresponding bicyclo[4.2.0]octa-2,4-diene ... [Pg.616]

The predicted conrotatory nature of this electrocyclization has been definitively established. The conrotatory mode was found to operate in the individual thermal electrocyclization of the stereoisomeric decatetraenes (430), (431) and (432). The former pair (430 and 431) afforded the rranr-cyclooctatriene (433), while the latter (432) led to the dr-cyclooctatriene (434). Both cyclooctatrienes (433) and (434) were observed to be in equilibrium with the corresponding 6e electrocyclized derivatives (435) and (436), respectively. [Pg.743]

See other pages where Decatetraenes electrocyclization is mentioned: [Pg.107]    [Pg.523]   
See also in sourсe #XX -- [ Pg.743 ]

See also in sourсe #XX -- [ Pg.5 , Pg.743 ]

See also in sourсe #XX -- [ Pg.743 ]

See also in sourсe #XX -- [ Pg.5 , Pg.743 ]



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