メソポーラスシリカを利用する有機合成反応に関する研究

概要

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Some hexagonal mesporous silicas were attempted to use as a promoter for fine organic synthesis. Ti-HMS, a Ti-loaded hexagonal mesoporous silica, which possesses Lewis acid sites due to Ti-atom, was found to accelerate deprotection of benzyl ethers under hydrogenolytic conditions with palladium catalyst. Such acid-sensitive functional groups as silyl ether and acetal moieties in the molecule were little affected by Ti-HMS. MCM-41,a hexagonal mesoporous silica, /MeOH heterogeneous system was found to remove selectively and easily triethylsilyl (TES) group of silyl ethers of several types in the presence of t-butyldimethylsilyl (TBS) group. FSM-16,another hexagonal mesoporous silica, was found to catalyze oxidative photodecarboxylation of α-hydroxy carboxylic acid and phenyl acetic acid derivatives to afford the corresponding carbonyl compounds. Furthermore, FSM-16 proved to be reuseable by recalcination at 450℃ after the reaction. Efficiency of these reactions was investigated concerning the solvent effect and activities of the promoters including common zeolites and ion-exchange resins.
公益社団法人日本薬学会の論文
2000-11-01