1999 Fiscal Year Final Research Report Summary
Development and Application of Coupling Reactions via Carbon-Carbon Bond Ceavage
| Project/Area Number |
09440212
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| Research Category |
Grant-in-Aid for Scientific Research (B)
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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 | Hokkaido University |
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Principal Investigator |
TAKAHASHI Tamotsu Hokkaido Univ., Catalysis Research Center., Pro., 触媒化学研究センター, 教授 (30163273)
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| Co-Investigator(Kenkyū-buntansha) |
HARA Ryuichiro Hokkaido Univ., Cataiysis Research Center., Inst., 触媒化学研究センター, 助手 (30281851)
KOTORA Martin Hokkaido Univ., Catalysis Research Center., Asso. Pro., 触媒化学研究センター, 助教授 (60281846)
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| Project Period (FY) |
1997 – 1999
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| Keywords | zirconium / crabon-carbon bond cleavage / zirconacycles / dihalopyridine / quinoline / isoquinoline / zirconacyclopentadienes |
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| Research Abstract |
When two of unsaturated compounds couple on zirconocene (II), five-membered zirconacycles were formed in high yields. Carbon-carbon bond cleavage of the zirconacycles followed by the second coupling with another unsaturated compounds afforded various types of zirconacycles. In particular, when the direct coupling of two unsaturated compounds is difficult, our method developed is very useful. In this project we developed further useful reactions. Pyridines with two halogens at C2 and C3 carbons reacted with zirconacyclopentadienes in the presence of CuCl, new two carbon-carbon bonds were formed at C2 and C3 carbons. Quinoline derivatives were formed in high yields. When 3,4-dihalopyridines were used, isoquinoline derivatives were obtained in a similar manner. For these reactions, various substituents could be used. Not only monocyclic zirconacyclopentadienes, but also bicyclic zirconacyclopentadienes reacted without any problems.
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