Ruthenium-Catalyzed Metathesis of Conjugated Polyenes

Áron Balla, Mohammed Al-Hashimi, Antisar Hlil, Hassan S. Bazzi, Robert Tuba

Research output: Contribution to journalReview article

12 Citations (Scopus)

Abstract

In the past decade, numerous examples of chemical technologies based on olefin metathesis have been developed to make olefin metathesis increasingly dominant in several sustainable and green chemical processes. In spite of the wide application profile, conjugated olefin metathesis, especially conjugated polyene metathesis, is an area of great interest with little exploration. The metathesis of conjugated polyenes is often cumbersome and requires a high catalyst loading, most probably because of the formation of poorly active or inactive ruthenium η3-vinylcarbene intermediates. A mechanistic understanding and the development of a new highly active catalytic system for olefin metathesis will open new areas for exploration, such as the utilisation of cyclopentadiene and other petrochemical by-products or a new way to use butadiene, isoprene and conjugated electron systems that contain natural products such as terpenes and polyunsaturated fatty acids. An understanding of the mechanism of ruthenium η1–η3-vinylcarbene interconversion may open the way to the development of a new generation of Ru-based latent metathesis catalyst systems. This review summarises the most relevant pioneering work focused on the metathesis of conjugated polyenes to open new ideas for the development of forthcoming latent metathesis catalysts and to explore different applications.

Original languageEnglish
Pages (from-to)2865-2875
Number of pages11
JournalChemCatChem
Volume8
Issue number18
DOIs
Publication statusPublished - 21 Sep 2016

Fingerprint

Polyenes
Ruthenium
metathesis
Alkenes
ruthenium
Olefins
Catalysts
alkenes
Polyunsaturated fatty acids
Terpenes
Cyclopentanes
Isoprene
Biological Products
Butadiene
Unsaturated Fatty Acids
Petrochemicals
Byproducts
catalysts
terpenes
Electrons

Keywords

  • allyl ligands
  • carbene ligands
  • metathesis
  • ring-opening polymerization
  • ruthenium

ASJC Scopus subject areas

  • Catalysis
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

Cite this

Ruthenium-Catalyzed Metathesis of Conjugated Polyenes. / Balla, Áron; Al-Hashimi, Mohammed; Hlil, Antisar; Bazzi, Hassan S.; Tuba, Robert.

In: ChemCatChem, Vol. 8, No. 18, 21.09.2016, p. 2865-2875.

Research output: Contribution to journalReview article

Balla, Áron ; Al-Hashimi, Mohammed ; Hlil, Antisar ; Bazzi, Hassan S. ; Tuba, Robert. / Ruthenium-Catalyzed Metathesis of Conjugated Polyenes. In: ChemCatChem. 2016 ; Vol. 8, No. 18. pp. 2865-2875.
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