22. Olefin Metathesis in Green Organic Solvents and without Solvent

  1. Karol Grela
  1. Christian Bruneau and
  2. Cédric Fischmeister

Published Online: 2 MAY 2014

DOI: 10.1002/9781118711613.ch22

Olefin Metathesis: Theory and Practice

Olefin Metathesis: Theory and Practice

How to Cite

Bruneau, C. and Fischmeister, C. (2014) Olefin Metathesis in Green Organic Solvents and without Solvent, in Olefin Metathesis: Theory and Practice (ed K. Grela), John Wiley & Sons, Inc., Hoboken, NJ, USA. doi: 10.1002/9781118711613.ch22

Editor Information

  1. Faculty of Chemistry, University of Warsaw, Warsaw, Poland

Author Information

  1. UMR 6226 Institut des Sciences Chimiques de Rennes, Organométalliques: Matériaux et Catalyse, Université de Rennes 1, Rennes Cedex, France

Publication History

  1. Published Online: 2 MAY 2014
  2. Published Print: 9 MAY 2014

ISBN Information

Print ISBN: 9781118207949

Online ISBN: 9781118711613

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Keywords:

  • glycerol;
  • green organic solvent;
  • methyl decanoate;
  • olefin metathesis;
  • organic carbonate;
  • poly(ethylene glycol);
  • poly(ethylene glycol) (PEG);
  • supercritical carbon dioxide

Summary

This chapter focuses on olefin metathesis transformations in green(er) organic solvents, including supercritical carbon dioxide (scCO2) and organic carbonates, in particular dimethyl carbonate (DMC) and poly(ethylene glycol) (PEG). It reviews the domain of a solvent very often quoted as the greenest or best solvent in green chemistry textbooks, namely, no solvent or solventless conditions. DCM is often used in ruthenium-catalyzed metathesis reactions as it is in general a good catalyst solvent. Recently, ring closing metathesis (RCM) of diethyl diallylmalonate (DEDAM) and cross metathesis of allylbenzene with cis-1,4-diacetoxy-2-butene were studied, both under solvent-free conditions and in methyl decanoate, a renewable and environmentally benign solvent derived from fatty acid derivatives. More recently, the synthesis of nitrogen containing heterocycles by ruthenium catalyzed RCM using low catalyst loading was studied by Grubbs.