Telomerization of 1,3-butadiene with various alcohols by Pd/TOMPP catalysts: new opportunities for catalytic biomass valorization

The telomerization of 1,3-butadiene with various alcohols has been investigated using a catalyst based on a Pd(acac)2 precursor and a phosphine ligand, TOMPP (TOMPP = tris-(o-methoxyphenyl)phosphine). We were able to demonstrate the capability of the catalyst to telomerize 1,3-butadiene with various...

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Bibliographic Details
Published in:Green chemistry : an international journal and green chemistry resource : GC 2009-01, Vol.11 (8), p.1155-1160
Main Authors: Palkovits, Regina, Parvulescu, Andrei N., Hausoul, Peter J. C., Kruithof, Cornelis A., Klein Gebbink, Robertus J. M., Weckhuysen, Bert M.
Format: Article
Language:English
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Summary:The telomerization of 1,3-butadiene with various alcohols has been investigated using a catalyst based on a Pd(acac)2 precursor and a phosphine ligand, TOMPP (TOMPP = tris-(o-methoxyphenyl)phosphine). We were able to demonstrate the capability of the catalyst to telomerize 1,3-butadiene with various multifunctional nucleophiles having primary and secondary alcohol functions. High yields of telomer products (98%) were obtained in very short reaction times (2 h). The telomerization activity and selectivity of the Pd/TOMPP complex was strongly influenced by the type of alcohol used as substrate. When diols were used, telomerization of 1,3-butadiene with 1,2-propanediol and 1,2-butanediol afforded the highest yield of mono-telomer (over 70%) and for 1,2-butanediol a turnover frequency (TOF) of 300 000 h-1 was reached, combined with a turnover number (TON) of 7800.
ISSN:1463-9262
1463-9270
DOI:10.1039/b904274a