Synthetic Organic Reactions with Mesoporous Silicas

• ITOH Akichika

Bibliographic Information

Other Title

• 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
• メソポーラスシリカ オ リヨウ スル ユウキ ゴウセイ ハンノウ ニ カンスル ケンキュウ

Abstract

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°C 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.

Journal

• YAKUGAKU ZASSHI

  YAKUGAKU ZASSHI 120 (11), 1105-1116, 2000

  The Pharmaceutical Society of Japan

Keywords

• mesoporous silica
• selective deprotection
• photodecarboxylation
• Ti-HMS
• MCM-41
• FSM-16

Details

• CRID: 1390001206153707776
• NII Article ID: 110003648890
• NII Book ID: AN00284903
• DOI: 10.1248/yakushi1947.120.11_1105
• ISSN: 13475231
• ISSN: 00316903
• NDL BIB ID: 5536999
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I5536999
• Web Site: https://www.jstage.jst.go.jp/article/yakushi1947/120/11/120_11_1105/_pdf
• Data Source:
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  • CiNii Articles
• Abstract License Flag: Disallowed