Bulletin of the Korean Chemical Society

  • 제10권3호
  • /
  • Pages.279-282
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  • 1989
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  • 0253-2964(pISSN)
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  • 1229-5949(eISSN)
대한화학회 (Korean Chemical Society)
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Rhodium(I) Complexes of 1,1$^\prime$-Bis(diphenylphosphino)-ferrocene as Efficient Catalysts in Regioselective Hydrogenation of Polynuclear Heteroaromatic Compounds

  • Kim, Tae-Jeong (Department of Industrial Chemistry, Kyungpook National University) ;
  • Lee, Kyu-Chul (Department of Industrial Chemistry, Kyungpook National University)
  • 발행 : 1989.06.20
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초록

Two rhodium(I) complexes of the types [Rh(BPPF)(NBD)]$ClO_4$ (10) and [Rh(BPPF)$Cl]_2$ (11) (BPPF = 1,1'-bis(diphenylphosphino)-ferrocene) have been prepared and investigated as catalysts for the regioselective hydrogenation of polynuclear heteroaromatic nitrogen and sulfur compounds such as quinoline (1), acridine (2), phenanthridine (3), 7,8-benzoquinoline (4), benzothiophene (5), isoquinoline (6), indole (7), pyridine (8), and thiophene (9). Both complexes 10 and 11, except for the cases of indole (7) and mononuclear heteroaromatics 8-9, are very efficient in the selective reduction under quite mild hydrogenation conditions to give the corresponding saturated nitrogen and sulfur heterocyclic analogues of 1-6 in fast conversion rates and in excellent yields. Relative rate studies revealed that the reduction depends significantly on the steric and electronic effects of the substrates. Of the two complexes 10-11, the dimeric species 11 gives faster reaction rates in all cases studied.

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참고문헌

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피인용 문헌

  1. Catalytic formation of carbamates and cyclic carbonates by copper complex of 2,5,19,22-tetraaza[6,6](1,1′)ferrocenophane-1,5-diene X-ray crystal structure of [Cu(1)]PF6 vol.545, pp.None, 1997, https://doi.org/10.1016/s0022-328x(97)00366-5
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  3. In Situ Synthesis of Neutral Dinuclear Rhodium Diphosphine Complexes [{Rh(diphosphine)(μ 2 ‐X)} 2 ]: Systematic Investigations vol.80, pp.1, 1989, https://doi.org/10.1002/cplu.201402213