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

Laura Torrente-Murciano; A Lapkin; D J Nielsen; I Fallis; K J Cavell

doi:10.1039/B921573E

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

Laura Torrente-Murciano, A Lapkin, D J Nielsen, I Fallis, K J Cavell

Department of Chemical Engineering

Research output: Contribution to journal › Article › peer-review

22 Citations (SciVal)

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.

Original language	English
Pages (from-to)	866-869
Number of pages	4
Journal	Green Chemistry
Volume	12
Issue number	5
DOIs	https://doi.org/10.1039/B921573E
Publication status	Published - 2010

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title = "Telomerisation of long-chain dienes with alcohols using Pd(IMes)(dvds) catalyst",

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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T1 - Telomerisation of long-chain dienes with alcohols using Pd(IMes)(dvds) catalyst

AU - Torrente-Murciano, Laura

AU - Lapkin, A

AU - Nielsen, D J

AU - Fallis, I

AU - Cavell, K J

PY - 2010

Y1 - 2010

N2 - 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.

AB - 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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DO - 10.1039/B921573E

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

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