2010 Fiscal Year Final Research Report
Novel Preparation of Ion-supported Triphenylphosphines and Their Synthetic Utility
| Project/Area Number |
20550033
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| Research Category |
Grant-in-Aid for Scientific Research (C)
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| Allocation Type | Single-year Grants |
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| Section | 一般 |
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| Research Field |
Organic chemistry
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| Research Institution | Chiba University |
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Principal Investigator |
TOGO Hideo Chiba University, 大学院・理学研究科, 教授 (60217461)
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| Project Period (FY) |
2008 – 2010
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| Keywords | トリフェニルホスフィン / Mitsunobu反応 / Appel反応 / Mizoroki-Heck反応 / Sonogashira反応 / Wittig反応 / 再生再利用 / イオン固定 |
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| Research Abstract |
Novel ion-supported Ph3P compounds, 4-(diphenylphosphino)-benzyltrimethylammonium bromide (A) and N-methyl-N-[4-(diphenylphosphino) -benzyl]pyrrolidinium bromide (B), were prepared, and they were used for the esterification of carboxylic acid with the Mitsunobu reaction, and the Wittig reaction as a stoichiometoric reagent, and the Mizoroki-Heck reaction and the Sonogashira reaction for ligand with Pd. The advantages of using these ion-supported Ph_3P A and B are the simple isolation of the products by ether extraction due to their poor solubility in ether, and the easy recovery of the co-product, ion-supported Ph_3PO, by filtration in high yields (>90%), which could be regenerated and reused for the same reactions.
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