Journal article
Efficient Bulky Phosphines for the Selective Telomerization of 1,3-Butadiene with Methanol
Institute of Chemical Research of Catalonia (ICIQ), Avinguda Països Catalans, 16, 43007 Tarragona, Spain, and Dow Benelux B.V., Herbert H. Dowweg 5, P.O. Box 48, 4530 AA Terneuzen, The Netherlands
A series of bulky phosphines containing substituted biphenyl, 2-methylnaphthyl, or 2,7-di-tert-butyl-9,9-dimethylxanthene moiety were prepared. They were used in the preparation of new monophosphine−palladium(0)−dvds complexes, which were employed as catalysts for the selective telomerization of 1,3-butadiene with methanol to obtain 1-methoxyocta-2,7-diene (1-MOD), the key intermediate in the Dow 1-octene process.
Several ligands showed improved selectivity and yield compared to that of the benchmark ligand PPh3. Especially 2,7-di-tert-butyl-9,9-dimethylxanthen-4-yl-diphenylphosphine (4, “mono-xantphos”) stands out as an excellent ligand in terms of yield, selectivity, and stability.
Language: | English |
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Publisher: | American Chemical Society |
Year: | 2010 |
Pages: | 6463-6473 |
ISSN: | 15205126 and 00027863 |
Types: | Journal article |
DOI: | 10.1021/ja100521m |