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Roy, K.-M., Science of Synthesis, (2010) 47, 1150.
Due to their lack of selectivity and the formation of various possible isomers, dimerization and oligomerization reactions are of limited use in the synthesis of nonconjugated dienes and polyenes. In general, these reactions are carried out in the presence of a palladium catalyst. Thus, 1-phenylhexa-1,4-diene can be obtained by linear codimerization of styrene and buta-1,3-diene in the presence of a catalyst system consisting of a palladium salt, a Lewis acid, and triphenylphosphine.[63] Hydrodimerization of buta-1,3-diene by decomposition of formic acid proceeds cleanly in the presence of a palladium(II) catalyst to give octa-1,7-diene in up to 80% yield (Scheme 33).[64] Palladium-catalyzed dimerization of octa-1,3,7-triene produces hexadeca-1,5,7,10,15-pentaene with >70% selectivity.[65]
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References
[63] | Mee, M.; Meeeeeeee, M.; Meeeee, M., Meeeeeeeeee Meee., (8888), 8888. |
[64] | Meeeee, M.; Meeeeeee, M.; Meeee, M.; Meeeeeeee, M. M.; Mee, M., M. Meeeeeeee. Meee., (8888) 88, 888. |
[65] | Meee, M.; Meeee, M., M. Mee. Meee., (8888) 88, 888. |
[66] | Meeeeeeee, M. M.; Meeeeeeeeeee, M. M.; Meeeeeeeee, M. M., Mee. Meee. Meee MMMM, Mee. Meee., (8888), 8888; Meee. Meee. Mee. MMMM, Mee. Meee. Mee. (Meee. Meeeee.), (8888) 88, 8888. |
[67] | Meeeeeee, M.; Meeeeeee, M.; Meeeeeee, M., M. Mee. Meeee. M: Meee., (8888) 888, 888. |
[68] | Meeeee, M.; Meeeeeeee, M.; Meeee, M., MM 88 888 888, (8888); Meee. Meeee., (8888) 888, 88888. |
[69] | Meeeeee, M.; Meeeeeee, M.; Meeeeeeee, M.; Meeeee, M.; Meeee, M.; Meeeeeeee, M., MM 8 888 888, (8888); Meee. Meeee., (8888) 888, 888888. |
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