Alkene Metathesis for Transformations of Renewables

Bruneau, Christian; Fischmeister, Cédric

doi:10.1007/3418_2018_18

Cited by 12 publications

(9 citation statements)

References 116 publications

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“…The metathesis reaction of unsaturated fatty compounds has been studied intensively over the past ten years and has been thoroughly reviewed. [ 89 , 90 , 91 , 92 ] Studies have focused on the important topics self‐metathesis and ethenolysis,[ 93 , 94 , 95 ] cross‐metathesis with functionalized alkenes, and isomerizing metathesis. [96] …”

Section: Low‐molecular‐weight Products: Syntheses New Reactions and Platform Chemicalsmentioning

confidence: 99%

Fatty Acids and their Derivatives as Renewable Platform Molecules for the Chemical Industry

et al. 2021

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Oils and fats of vegetable and animal origin remain an important renewable feedstock for the chemical industry. Their industrial use has increased during the last 10 years from 31 to 51 million tonnes annually. Remarkable achievements made in the field of oleochemistry in this timeframe are summarized herein, including the reduction of fatty esters to ethers, the selective oxidation and oxidative cleavage of C–C double bonds, the synthesis of alkyl‐branched fatty compounds, the isomerizing hydroformylation and alkoxycarbonylation, and olefin metathesis. The use of oleochemicals for the synthesis of a great variety of polymeric materials has increased tremendously, too. In addition to lipases and phospholipases, other enzymes have found their way into biocatalytic oleochemistry. Important achievements have also generated new oil qualities in existing crop plants or by using microorganisms optimized by metabolic engineering.

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Section: Low‐molecular‐weight Products: Syntheses New Reactions and Platform Chemicalsmentioning

confidence: 99%

Fatty Acids and their Derivatives as Renewable Platform Molecules for the Chemical Industry

et al. 2021

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“…Discovered in the mid of last century, olefin metathesis 1 has become a practical and versatile synthetic tool to efficiently produce carbon–carbon double bonds. Relevant applications were successfully disclosed in various fields such as natural product synthesis, 2 the transformation of renewable feedstocks 3 or the production of innovative materials (polymers). 4 This resounding success stems from the elaboration of well-defined, air stable and easy to handle ruthenium-benzylidene complexes that proved to be highly tolerant towards many organic functionalities.…”

Section: Introductionmentioning

confidence: 99%

Cyclic(alkyl)(amino)carbene ruthenium complexes for Z-stereoselective (asymmetric) olefin metathesis

Morvan

Vermersch

Lorkowski

et al. 2023

Catal. Sci. Technol.

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“…Terpenoids are biologically-sourced olefins that hold great promise for supplanting fossil fuel-derived olefins in tars and bitumen used in asphalt, in polymers, and in related composite materials [1][2][3][4][5][6][7][8][9]. In previous work we demonstrated that monoalkene, diene and triene terpenoids react with sulfur to yield durable composites having compressive strengths that can exceed that of ordinary Portland cement (OPC) [10,11].…”

Section: Introductionmentioning

confidence: 99%

Influence of Component Ratio on Thermal and Mechanical Properties of Terpenoid-Sulfur Composites

Maladeniya

Smith

2021

J. Compos. Sci.

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Terpenoids are potentially sustainable replacements for petrochemical olefins. Sulfur is a waste product produced in large quantities from fossil fuel refining. Several composites with attractive properties have recently been made from terpenoids and sulfur. This report details the extent to which the ratio of sulfur to terpenoid and the terpenoid olefin content influences the thermal and mechanical properties of such terpenoid-sulfur composites. The terpenoids selected were diunsaturated geraniol and triunsaturated farnesol that, upon their inverse vulcanization with elemental sulfur, yield composites GerSx and FarSx, respectively (x = wt % sulfur). The wt % sulfur in the monomer feed was varied from 30–95 for this study, providing twelve materials. Mechanical analysis of these materials was undertaken by compressive and tensile strength techniques. Differential scanning calorimetric analysis revealed both polymeric and orthorhombic sulfur present in the materials with glass transition temperatures (Tg) of −37 °C to −13 °C and melt temperatures (Tm) of 119 to 104 °C. The crystallinity of composites decreases as the weight fraction of sulfur decreases and composites having the highest olefin content exhibit no detectable crystalline microstructures. The compressive strength of the materials showed increasing strength for higher olefin-content materials for both GerSx (with compressive strength of up to 32 MPa) and FarSx (with compressive strength of up to 43 MPa). The improved strength with increasing olefin content levels off at around 80–85% of terpenoid, after which point both tensile and compressive strength diminish.

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Alkene Metathesis for Transformations of Renewables

Cited by 12 publications

References 116 publications

Fatty Acids and their Derivatives as Renewable Platform Molecules for the Chemical Industry

Fatty Acids and their Derivatives as Renewable Platform Molecules for the Chemical Industry

Cyclic(alkyl)(amino)carbene ruthenium complexes for Z-stereoselective (asymmetric) olefin metathesis

Influence of Component Ratio on Thermal and Mechanical Properties of Terpenoid-Sulfur Composites

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