Efficient telomerization of 1,3-butadiene with alcohols in the presence of in situ generated palladium(0)carbene complexes

被引:84
作者
Jackstell, R
Frisch, A
Beller, M
Röttger, D
Malaun, M
Bildstein, B
机构
[1] Univ Rostock eV, IfOK, D-18055 Rostock, Germany
[2] Degussa AG, D-45764 Marl, Germany
[3] Univ Innsbruck, Inst Allgemeine Anorgan & Theoret Chem, A-6020 Innsbruck, Austria
关键词
palladium; homogeneous catalysis; telomerization; octadienyl ethers; carbenes;
D O I
10.1016/S1381-1169(02)00068-7
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The palladium-catalyzed telomerization of 1,3-butadiene with alcohols has been studied in presence of palladium and imidazolium salts, which form in situ carbene ligands. Among the different imidazolium salts tested 1,3-dimesitylimidazolium chloride (7), 1,3-bis(ferrocenylmethyl)benzimidazolium tetraphenylborate (12) and 1,3-bis(2-ferrocenylethyl)benzimidazolium bromide (13) gave the best yields of the desired octadienyl ethers. Significantly improved regioselectivities for the linear octadienylethers are obtained in the reaction of 1,3-butadiene and methanol compared to the previously optimized palladium/triphenylphosphine catalyst. Using n-butanol and iso-propanol the palladium carbene catalysts lead to a considerable increase in the corresponding telomerization products compared to standard palladium/triphenylphosphine catalysts. (C) 2002 Elsevier Science B.V. All rights reserved.
引用
收藏
页码:105 / 112
页数:8
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