1996 Fiscal Year Final Research Report Summary
Metal Cation-Exchanged Clay-Catalyzed Organic Unit Reactions
| Project/Area Number |
07555279
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| Research Category |
Grant-in-Aid for Scientific Research (A)
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| Allocation Type | Single-year Grants |
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| Section | 試験 |
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| Research Field |
有機工業化学
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| Research Institution | KYOTO UNIVERSITY |
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Principal Investigator |
UEMURA Sakae Graduate School of Engineering, Kyoto University Professor, 工学研究科, 教授 (70027069)
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| Co-Investigator(Kenkyū-buntansha) |
YAMAUCHI Takayoshi Nissei Chemical Inc., Director, 取締役
HASHIMOTO Keiji Osaka Municipal Technical Research Institute, Senior Researcher, 副主幹
OHE Kouichi Graduate School of Engineering, Kyoto University Associate Professor, 工学研究科, 助教授 (90213636)
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| Project Period (FY) |
1995 – 1996
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| Keywords | montmorillonite / clay-catalyst / catalytic organic reaction / environmentally benign / Friedel-Crafts reaction / aromatic alkylation / acetalization / alkane oxidation |
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| Research Abstract |
We have carried out the catalytic use of metal cation-exchanged montmorillonite (M^<n+>mont), a modified natural clay with a layr structure, and metal cationexchanged fluorotetrasilicic mica (M^<n+>-TSM), a synthetic clay with a layr structure, for the following organic unit reactions : (1) Friedel-Crafts alkylation of phenol with 4-hydroxybutan-2-one to produce 4- (4-hydroxyphenyl) butan-2-one (raspbery ketone), (2) rearrangement of alkyl phenyl ethers to the corresponding alkylphenols, (3) aromatic alkylation of phenol with aldehydes and ketones to produce the corresponding gem-bis (hydroxyphenyl) alkanes (bisphenols) and alkylphenols, respectively, (4) a facile and an almost quantitative substrateselective acetalization, (5) alkane oxidation with aqueous tert-butyl hydroperoxide, (6) Prins reaction of stirenes with aldehydes using a clay as a Bronsted acid, and (7) inter-and intramolecular carbonyl-ene reaction using a clay as a Lewis acidunder similar condition to that of Prins reaction. In almost all cases, the clay catalyst can be regenerated and reused for several times after filtration, washing, and drying.
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