The bromination and mercuration of bis-dimethylglyoxymato(alkyl)pyridinecobalt(III), alkyl cobaloxime.
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概要
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The bromination and mercuration of <I>cis</I>-2-methoxycyclohexyl(pyridine)cobaloxime (I) gave <I>trans</I>-1-bromo-2-methoxycyclohexane (V) and <I>trans</I>-2-methoxycyclohexylmercury(II) chloride (VII), along with other byproducts derived from the cyclohexene formed by β-elimination. β-Elimination is an exclusive degradation path with <I>trans</I>-2-hydroxycyclohexyl(pyridine)cobaloxime(II). The reaction of <I>cis</I> and <I>trans</I>-4-<I>t</I>-butylcyclohexyl(pyridine)cobaloximes (III and IV) gave <I>trans</I> and <I>cis</I>-1-bromo-4-<I>t</I>-butylcyclohexanes (X and XI), and <I>trans</I> and <I>cis</I>-4-<I>t</I>-butylcyclohexylmercury(II) chloride, with an exculsive or preferential inversion at the reaction center. These results show that the <I>S</I><SUB>E</SUB>2 reaction of alkyl cobaloxime takes a stereochemical course of inversion.
- 公益社団法人 日本化学会の論文
著者
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Tada Masaru
Department Of Chemistry School Of Science And Engineering Waseda University
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Shinozaki Hiraku
Department of Chemistry, School of Science and Engineering, Waseda Univerity
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Ogawa Hiroki
Department of Chemistry, School of Science and Engineering, Waseda University
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