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Iron-Catalyzed Tamao and Negishi Coupling Reactions

등록일
2007년 2월 21일 17시 10분 34초
접수번호
1248
발표코드
금15C4심 이곳을 클릭하시면 발표코드에 대한 설명을 보실 수 있습니다.
발표시간
금 10시 : 40분
발표형식
심포지엄
발표분야
유기화학 - New Trends in Organometallic Catalysis
저자 및
공동저자
Nakamura Masaharu
International Research Center for Elements Science, Kyoto University ,
Palladium and nickel catalysts are evidently prevailing in the field of cross-coupling reaction technology. We, herein, will report our recent effort to swap, or ultimately defeat, the rare metals with a “universal metal”, iron. Selective and efficient cross coupling of industrially important haloalkanes, such as chloroalkanes, has been achieved with various aryl magnesium and aryl zinc reagents in the presence of iron catalyst. Thus the Tamao coupling reaction between chlorocyclohexane and phenylmagnesium bromide was catalyzed by 5 mol% of FeCl3 to give cyclohexylbenzene in 99% yield in the presence of N,N,N’,N’-tetramethylethylenediamine (TMEDA) or N-heterocyclic carbene (NHC) ligand.1 Because of the high chemoselectivity of organozinc reagents, the iron-catalyzed Negishi coupling is capable of preparing a variety of alkylated aromatic compounds bearing rather sensitive functional groups.2 Refs: (1) Nakamura, M.; Matsuo, K.; Ito, S.; Nakamura E. J. Am. Chem. Soc. 2004, 126, 3686-3687. 2) Nakamura, M.; Ito, S.; Matsuo, K.; Nakamura, E. Synlett, 2005, 1794-1798.

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