ウンデシン酸プロパルギルとコバルトカルボニとの反応による錯体の生成

概要

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It has been well known that acetylenic compounds react with cobaltcarbonyl and give benze derivatives via cyclic intermediate (II). The authors found that a new complex compound (IV) wa formed in the reaction of propargyl undecynoate with cobalt carbonyl. The structure of (IV) was identified by molecular weight measurement, elementary analysis and on the basis of the following information : (a) (IV) (1 mole) was formed by the reaction of propargyl undecynoate (1 mole) and cobaltcarbonyl (2 moles) at room temperature in n-hexane with evolution of 4 moles of carbon monoxide. (b) (IV) (1 mole) was decomposed by iodine with the evolution of 12 moles of carbon monoxide. (c) (IV) was decomposed by iodine or CrO<SUB>3</SUB>, and propargyl undecynoate was given. (d) (IV) was decomposed by the hydrogenation at 80°C for 24 hrs over Pd-alumina (5%) to give propyl undecanoate. (e) The i.r. spectrum of (IV) showed the absorptions at ca 2000cm<SUP>-1</SUP> due to terminal carbonyl groups and no absorption at ca 1860cm-1 of bridged carbonyl group. (f) The n.m.r. spectrum of (IV) exhibited a proton signal at 6.5τ attributable to methine proton.
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