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Issue 8, 2009
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Telomerization of 1,3-butadiene with various alcohols by Pd/TOMPP catalysts: new opportunities for catalytic biomass valorization

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Abstract

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.

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

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Article information


Submitted
02 Mar 2009
Accepted
21 Apr 2009
First published
14 May 2009

Green Chem., 2009,11, 1155-1160
Article type
Paper

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

R. Palkovits, A. N. Parvulescu, P. J. C. Hausoul, C. A. Kruithof, R. J. M. Klein Gebbink and B. M. Weckhuysen, Green Chem., 2009, 11, 1155
DOI: 10.1039/B904274A

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