Telomerisation of long-chain dienes with alcohols using Pd(IMes)(dvds) catalyst

Reference:

Torrente-Murciano, L., Lapkin, A., Nielsen, D. J., Fallis, I. and Cavell, K. J., 2010. Telomerisation of long-chain dienes with alcohols using Pd(IMes)(dvds) catalyst. Green Chemistry, 12 (5), pp. 866-869.

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Official URL:

http://dx.doi.org/10.1039/B921573E

Abstract

Several homogeneous palladium catalysts based on PPh(3) and nucleophilic carbene (NHC) ligands were screened in the telomerisation reaction of 1,3-pentadiene with methanol. A Pd(acac)(2)-3PPh(3) system showed the highest activity; initially, poor activity was observed using the Pd(0)-NHC catalysts. However, when methanol solvent/nucleophile was replaced by longer chain alcohols 1-propanol and 1-butanol, improved activity and selectivity was observed. Similarly, 1,3-hexadiene was telomerised with 1-propanol and 1-butanol with good selectivity using Pd(IMes)(dvds) as the catalyst. Pd(II)-PPh(3) systems were ineffective as catalysts for the telomerisation of 1,3-hexadiene.

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