Mixed N-heterocyclic carbene and phosphine palladium complexes for telomerization of butadiene with methanol

Mesnager, Julien; Lammel, Patricia; Jeanneau, Erwann; Pinel, Catherine

doi:10.1016/j.apcata.2009.08.002

Cited by 34 publications

(13 citation statements)

References 30 publications

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“…We previously checked carefully for the formation of octadienol during the telomerization of butadiene with methanol but this product was not detected (NMR or GC analysis). 29 It has to be acknowledged that in their work, Monflier et al performed the hydrodimerization at 85 • C and in the presence of carbonate (formed in situ from amine and CO 2 ) that is essential to produce octadienol. 25 Then, a comparative study with a series of various neutral and cationic commercial surfactants was performed.…”

Section: Resultsmentioning

confidence: 99%

“…We previously observed that for the butadiene telomerization of methanol, the activity of complex prepared from hydrosoluble N-heterocyclic carbene decreased strongly in the presence of water. 29 This is probably due to the low stability of this complex in water medium and the presence of surfactant should not affect this behaviour. In the case of the phosphine P(CH 2 OH) 3 , the inefficiency was previously reported for the telomerization of isoprene with ammoniac.…”

Section: Resultsmentioning

confidence: 99%

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Telomerization of butadiene with starch in water: role of the surfactants

et al. 2010

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Mesnager, Julien Quettier, Claude Lambin, Anne Rataboul, Franck Perrard, Alain Pinel, CatherineNowadays, the preparation of bio-based polymers remains a challenging issue. The modification of starch by hydrophobic chemical substitutions results in an innovative material. We introduced the hydrophobic part of the derivative via catalytic butadiene telomerization using exclusively water as solvent in the presence of surfactants. In this paper, we describe the influence of the nature of the surfactant on the reaction, CTAB (cetyltrimethylammonium bromide) giving the best reactivity. Moreover, some physicochemical properties of modified starches are evaluated showing their hydrophobic behaviours

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Telomerization of butadiene with starch in water: role of the surfactants

et al. 2010

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“…An attempt to combine the high catalytic activity of NHC ligands and the water‐solubility known from sulfonated phosphines was reported by Pinel et al . The mixed complexes exhibited a very high activity; a TON of 59,000 was achieved in the telomerization of 1,3‐butadiene with methanol for [Pd(IMes)(PPh 3 )I 2 ].…”

Section: Catalystsmentioning

confidence: 99%

The Telomerization of 1,3‐Dienes – A Reaction Grows Up

2019

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Telomerization is a versatile tool for synthesizing unsaturated ethers, amines and other molecules starting from 1,3‐dienes and respective nucleophiles. The homogeneously catalyzed reaction has been the subject of academic and industrial research for over 50 years, offering a broad variety of substrates, catalysts and process concepts. This Minireview presents the advances and developments in this field over the last decade. The focus was on the conversion of renewable resources, the synthesis of promising new products and the development of efficient process concepts to combine these.

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“…59 However, neither water-soluble complexes 9 bearing sulfonated phosphines nor the complex prepared from imidazolium precursor 10 were found active in this reaction.…”

Section: Methodsmentioning

confidence: 99%