Issue 18, 1976

Metal catalysis in organic reactions. Part II. Products and stereochemical aspects of the isomerization of heptenes by the tri-isobutyl-aluminium–bis-N-methylsalicylideneaminenickel system

Abstract

The isomerization of some C7 olefins in the presence of tri-isobutylaluminium–bis-N-methylsalicylideneamine-nickel has been studied. The susceptibility to isomerization of the substrates was found to be related to their structure: in particular 1-olefins were rapidly converted mainly into (E)-2-olefins. Moreover, whereas linear internal olefins were isomerized, branched chain internal olefins were unreactive under the conditions adopted. The isomerization of (S)-4-methylhex-1-ene to (S)-(E)-4-methylhex-2-ene occurred without racemization. The nature of the active species is discussed and reaction paths are suggested.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1976, 1904-1907

Metal catalysis in organic reactions. Part II. Products and stereochemical aspects of the isomerization of heptenes by the tri-isobutyl-aluminium–bis-N-methylsalicylideneaminenickel system

G. Giacomelli, R. Menicagli and L. Lardicci, J. Chem. Soc., Perkin Trans. 1, 1976, 1904 DOI: 10.1039/P19760001904

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