Heterogeneous catalysis for valorisation of vegetable oils via metathesis reactions: ethenolysis of methyl oleate

2016 ◽  
Vol 6 (17) ◽  
pp. 6561-6568 ◽  
Author(s):  
P. D. Nieres ◽  
J. Zelin ◽  
A. F. Trasarti ◽  
C. R. Apesteguía
Keyword(s):  
Heterogeneous Catalysis ◽  
Methyl Oleate ◽  
Vegetable Oils ◽  
Second Generation ◽  
Cross Metathesis ◽  
Metathesis Reactions ◽  
The Cross

A second-generation Hoveyda–Grubbs complex supported on silica efficiently catalyzes the cross-metathesis of methyl oleate with ethylene.

scholarly journals Equilibrium data for the cross-metathesis of methyl oleate with cinnamaldehyde

Data in Brief ◽  
2018 ◽  
Vol 20 ◽  
pp. 190-195
Author(s):  
Pablo D. Nieres ◽  
Andrés F. Trasarti ◽  
Carlos R. Apesteguía
Keyword(s):  
Methyl Oleate ◽  
Cross Metathesis ◽  
Equilibrium Data ◽  
The Cross

scholarly journals The cross-metathesis of methyl oleate with cis-2-butene-1,4-diyl diacetate and the influence of protecting groups

2011 ◽  
Vol 7 ◽  
pp. 1-8 ◽  
Author(s):  
Arno Behr ◽  
Jessica Pérez Gomes
Keyword(s):  
Methyl Oleate ◽  
Renewable Resources ◽  
Value Added ◽  
Ruthenium Catalysts ◽  
Protecting Groups ◽  
Catalyst Loading ◽  
Reaction Conditions ◽  
Functional Monomers ◽  
Cross Metathesis ◽  
The Cross

Background: α,ω-Difunctional substrates are useful intermediates for polymer synthesis. An attractive, sustainable and selective (but as yet unused) method in the chemical industry is the oleochemical cross-metathesis with preferably symmetric functionalised substrates. The current study explores the cross-metathesis of methyl oleate (1) with cis-2-butene-1,4-diyl diacetate (2) starting from renewable resources and quite inexpensive base chemicals. Results: This cross-metathesis reaction was carried out with several phosphine and N-heterocyclic carbene ruthenium catalysts. The reaction conditions were optimised for high conversions in combination with high cross-metathesis selectivity. The influence of protecting groups present in the substrates on the necessary catalyst loading was also investigated. Conclusions: The value-added methyl 11-acetoxyundec-9-enoate (3) and undec-2-enyl acetate (4) are accessed with nearly quantitative oleochemical conversions and high cross-metathesis selectivity under mild reaction conditions. These two cross-metathesis products can be potentially used as functional monomers for diverse sustainable polymers.

Study of the Cross-Metathesis Reaction of α-Hydroxy β,γ-Unsaturated Amides towards a Rapid and Flexible Total ­Synthesis of Symbioramide and its Isomer

Synlett ◽  
2017 ◽  
Vol 29 (02) ◽  
pp. 230-234 ◽  
Author(s):  
Alexandre Gratais ◽  
Samir Bouzbouz
Keyword(s):  
Methyl Ester ◽  
Total Synthesis ◽  
Metathesis Reaction ◽  
Cross Metathesis ◽  
Metathesis Reactions ◽  
The Cross

The reactivity of novel α-hydroxy β,γ-unsaturated amides in cross-metathesis reactions was extensively studied and used to perform a short total synthesis of symbioramide and its isomer from ­l-serine methyl ester.

scholarly journals Fishing for the right catalyst for the cross-metathesis reaction of methyl oleate with 2-methyl-2-butene

2017 ◽  
Vol 7 (6) ◽  
pp. 1284-1296 ◽  
Author(s):  
A. Sytniczuk ◽  
A. Kajetanowicz ◽  
K. Grela
Keyword(s):  
Methyl Oleate ◽  
Metathesis Reaction ◽  
Cross Metathesis ◽  
The Cross ◽  
The Right

A comparison of the reactivity of different ruthenium-based complexes in the cross-metathesis reaction of methyl oleate was presented.

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