Nickel-catalyzed skeletal rearrangements of 1, 4-dienes

RG Miller, PA Pinke, RD Stauffer…

Index: Miller,R.G. et al. Journal of the American Chemical Society, 1974 , vol. 96, p. 4211 - 4220

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Citation Number: 30

Abstract

Abstract: Catalysts derived from dihalobis (trialkylphosphine) nickel (II) complexes and diisobutylaluminum chloride accomplish two types of skeletal isomerization of 1, 4-dienes in toluene at 25'. The type I rearrangement generates the isoprenoid carbon skeleton and is exemplified by the conversion of 1, 4-pentadiene to 2-methyl-], 3-butadiene. The type I1 rearrangement is exemplified by the 3-methyl-1,. l-pentadiene to l,% hexadiene ...

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