1997 Fiscal Year Final Research Report Summary
Unity between Inverse Phase Transfer Catalyst and Transition Metal Catalyst
Project/Area Number |
08651035
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Research Category |
Grant-in-Aid for Scientific Research (C)
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Allocation Type | Single-year Grants |
Section | 一般 |
Research Field |
Synthetic chemistry
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Research Institution | Tottori University |
Principal Investigator |
OKANO Tamon Tottori University, Department of Materials Science Faculty of Engineering, Associate Professor, 工学部, 助教授 (20112104)
|
Co-Investigator(Kenkyū-buntansha) |
KIJI Jitsuo Tottori University, Department of Materials Science Faculty of Engineering, Prof, 工学部, 教授 (60026002)
|
Project Period (FY) |
1996 – 1997
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Keywords | water-soluble phosphine / sulfonated phoshine / counter phase transfer catalyst / water-soluble complex / cyanation / separation / carbonylallyation / biphasic catalytic reaction |
Research Abstract |
The catalytic reactions of organic molecules with lipophobic reagents using phosphine complexes of transition metals require using amphiphilic solvents or adding phase transfer catalysts. However these pollute the aqueous drainage, and these methods are no effect on the separation of the catalyst from the products. In this project, we tried to solve these problems by the unity between inverse phase transfer catalyst and transition metal catalyst. The water-soluble phosphine complexes of palladium acted as the counter phase tranfer catalysts in the allylation of carbonyl compounds with allyl chlorides or allyl alchols and SnCl_2 and in the cyanation of aryl iodides with NaCN under biphasic conditions. The catalytic efficiency of PdCl_2L_2 (L=PPh_2 (m-C_6H_4SO_3Na)) was higher in heptane than in toluene or anisole. The catalytic activity of PdCl_2L_2 in the cyanation increased in the following order ; L=P (tolyl) _2 [3-C_6H_3 (4-Me) SO_3Na] >PPh_2 [3-C_6H_3 (4-Me) SO_3Na] >PPh_2 (m-C_6H_4SO_3Na) >PPh [3-C_6H_3 (4-Me) SO_3Na] _2>P [3-C_6H_3 (4-Me) SO_3Na] _3. These biphasic reactions using the water-soluble catalysts allowed us easily to separate the product and the catalyst, and to recover the solvent from the reaction mixture.
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