2014•Frontiers in ChemistryOpen access

Tandem isomerization/telomerization of long chain dienes

Laura Torrente‐Murciano, D.J. Nielsen, K.J. Cavell, Alexei A. Lapkin

Abstract

The first example of a tandem reaction involving double-bond migration in combination with telomerization is reported. Homogeneous and heterogeneous Ru catalysts were employed as isomerization catalysts, and telomerization was realized using a homogeneous Pd(0) precursor complex with a N-heterocyclic carbene (IMes) ligand. Overall conversions approaching 60% were achieved with the best selectivity to telomerization products of 91% attained at 11% conversion. Conversion was markedly higher in the presence of longer-chain alcohol (1-butanol) as the nucleophile (telogen).

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Key concepts: Isomerization, Telomerization, Tandem, Chemistry, Organic chemistry, Photochemistry, Materials science, Catalysis