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

• Tada Masaru

  Department Of Chemistry School Of Science And Engineering Waseda University

• Shinozaki Hiraku

  Department of Chemistry, School of Science and Engineering, Waseda Univerity

• Ogawa Hiroki

  Department of Chemistry, School of Science and Engineering, Waseda University

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