55666-37-0Relevant articles and documents
Synthesis and Characterization of Representative Octa-1,3,5,7-tetraenes and Deca-1,3,5,7,9-pentaenes
Spangler, Charles W.,Little, David A.
, p. 2379 - 2386 (2007/10/02)
Several representative conjugated linear tetraenes and pentaenes were prepared by a variety of synthetic methods including Wittig condensation, 1,8-Diazabicycloundec-7-ene (DBU)-induced dehydrobromination, and Hofmann elimination.For the preparation of (E,E)- and (Z,E)-octa-1,3,5,7-tetraene, the Hofmann elimination sequence is by far the most convenient method by synthesis, while DBU-induced dehydrobromination of (E,E)-4-bromonona-1,5,7-triene, produces excellent yields of (E,E,E)- and (3Z,5E,7E)-nona-1,3,5,7-tetraene.Deca-1,3,5,7,9-pentaene can be produced by several methods, but not in high yield.Undeca-1,3,5,7,9-pentaene and trideca-1,3,5,7,9,11-hexaene can also be prepared in low yield by the Wittig reaction.All the polyenes produced in this study polymerize rapidly in the crystalline state.