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α,ω‐Dialkyl‐substituted polyenes by palladium‐catalyzed coupling reactions of vinyltin compounds with vinyl halides
Author(s) -
Kiehl Alfried,
Eberhardt Anke,
Müllen Klaus
Publication year - 1995
Publication title -
liebigs annalen
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0947-3440
DOI - 10.1002/jlac.199519950232
Subject(s) - chemistry , halide , palladium , iodide , coupling reaction , coupling (piping) , polymer chemistry , catalysis , organic chemistry , photochemistry , materials science , metallurgy
Abstract α,ω‐Dialkyl‐substituted linear polyenes are synthesized in good yields by the palladium‐catalyzed coupling reaction of trialkyltin‐ and iodo‐substituted olefinic precursors. Central building blocks are the distannylated butadiene 8 and vinyl iodide 3 . Our synthetic strategy was successfully applied to the preparation of the tert ‐butyl polyenes 13, 14 , and 15 as well as polyenes 25 and 26 with longer α,ω‐dialkyl chains.