Efficient Bulky Phosphines for the Selective Telomerization of 1,3-Butadiene with Methanol

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• 作者：Mathieu J.-L. Tschan ; Eduardo J. Garca-Surez ; Zoraida Freixa ; Hlne Launay ; Henk Hagen ; Jordi Benet-Buchholz ; Piet W. N. M. van Leeuwen
• 刊名：Journal of the American Chemical Society
• 出版年：2010
• 出版时间：May 12, 2010
• 年：2010
• 卷：132
• 期：18
• 页码：6463-6473
• 全文大小：382K
• 年卷期：v.132,no.18(May 12, 2010)
• ISSN：1520-5126

文摘

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.