チタノクロロホルムによるテルペンの水素添加反応

概要

論文の詳細を見る
The reactions of titanochloroform (titanium hydrotrichloride, HTiCl3) with optically active terpenes, such as β-pinene, α-pinene and p-menthene-1, were studied in order to clarify the chemical properties of titanochloroform as a titanium hydride compound. Titanochloroform was prepared by the reaction of titanium tetrachloride with tributyltin hydride, and was used “in situ”. In the reaction of titanochloroform with terpenes, it was observed that β-pinene and α-pinene were both hydrogenated to cis-pinane, whereas p-menthene-1 was led to p-menthane (trans : cis= 3 : 1). At the same time, terpene hydrochlorides, such as cis-myritanyl chloride and 1- chloro-p-menthane were formed in a small amounts, and also from β-pinene a big amount of poly-β-pinene was usually obtained. These results indicate that the addition reaction of titanium-hydrogen bond to olefin and the decomposition reaction of the alkyl titanium compound produced are taking place in this reaction system.
社団法人有機合成化学協会の論文