1995 Fiscal Year Final Research Report Summary
Development of Selective Flow Reactions using Immobilized Organoaluminum Reagents Possessing Molecular Recognition Ability
| Project/Area Number |
06651015
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| Research Category |
Grant-in-Aid for General Scientific Research (C)
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| Allocation Type | Single-year Grants |
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| Research Field |
Synthetic chemistry
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| Research Institution | Suzuka National College Technology |
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Principal Investigator |
NAGAHARA Shigeru Suzuka National College of Technology, Department of Industrial Chemistry Associate Professor, 工業化学科, 助教授 (80124048)
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| Project Period (FY) |
1994 – 1995
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| Keywords | Molecular recognition / Organoaluminum reagent / Lewis acid / Esterification / Tishchenko reaction / Flow reaction |
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| Research Abstract |
This research project has been performed to develop selective flow reactions using immobilized organoaluminum reagents possessing molecular recognition ability as disclosed in the following points :
1. Development of selective reactions capable of applying for flow synthetic application using organoaluminum reagents.
(1) Study of sequential rearrangement-Tishchenko reaction of epoxides
Modified organoaluminum reagent can be successfully utilized as an active catalyst for the consecutive rearrangement and Tishchenko dimerization of alkyl-substituted stirene oxides.
(2) Study of Tishchenko reaction of various aldehydes
The combination of the modified organoaluminum reagent with a certain epoxides such as trans-stilbene oxide are suitable as effecting catalysts for the Tishchenko reaction of aromatic and aliphatic aldehydes.
(3) Study of synthetic application of epoxyaldehydes
beta, gamma-epoxyaldehyde has been converted into unsaturated formates with the modified organoaluminum catalyst.
2. Study of flow reaction using immobilized organoaluminum reagent possessing molecular recognition ability
(1) Study of sequential rearrangement-Tishchenko reaction of alkyl-substituted stirene oxides in flow method
The consecutive rearrangement and Tishchenko dimerization of alkyl-substituted stirene oxides has afforded the desired ester in low selectivity on stationary, insolubilized polymeric organoaluminum reagent at room temperature.
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