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Cross-metathesis reactions of allyl chloride with fatty acid methyl esters: Efficient synthesis of α,ω-difunctional chemical intermediates from renewable raw materials

Paper ID Volume ID Publish Year Pages File Format Full-Text
43075 45954 2009 4 PDF Available
Title
Cross-metathesis reactions of allyl chloride with fatty acid methyl esters: Efficient synthesis of α,ω-difunctional chemical intermediates from renewable raw materials
Abstract

The synthesis of α,ω-difunctional chemical intermediates from renewable resources via the cross-metathesis reactions with allyl chloride is described. Different ruthenium metathesis catalysts were investigated and the reaction conditions were optimized for high conversions in combination with high cross-metathesis selectivity. New building blocks and chemical intermediates from fatty acid derivates were thus obtained in catalytic reactions with low catalyst loadings under bulk conditions. Therefore, a new potential use of renewable raw materials for the synthesis of intermediates for Nylon-11 and Nylon-12 was demonstrated.

Graphical abstractThe cross-metathesis of fatty acid methyl esters with allyl chloride under bulk conditions was investigated with second generation ruthenium olefin metathesis catalysts revealing that important α,ω-difunctional chemical intermediates can thus be obtained from renewable resources in an efficient catalytic reaction.Figure optionsDownload full-size imageDownload as PowerPoint slide

Keywords
Olefin metathesis; Cross-metathesis; Renewable resources; Monomer; Fatty acid; Nylon
First Page Preview
Cross-metathesis reactions of allyl chloride with fatty acid methyl esters: Efficient synthesis of α,ω-difunctional chemical intermediates from renewable raw materials
Publisher
Database: Elsevier - ScienceDirect
Journal: Applied Catalysis A: General - Volume 353, Issue 1, 31 January 2009, Pages 32–35
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis