대한화학회지 (Journal of the Korean Chemical Society)

  • 제56권1호
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  • Pages.175-179
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  • 2012
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  • 1017-2548(pISSN)
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  • 2234-8530(eISSN)
대한화학회 (Korean Chemical Society)
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팔라듐 착물에 의한 1-Bromo-4-fluorobenzene 그리고 4-Chlorobenzaldehyde의 시안화 촉매반응에 대한 화학선택성 및 위치선택성

Chemoselectivity and Regioselectivity in Palladium Catalyzed Aromatic Cyanation of 1-Bromo-4-fluorobenzene and 4-Chlorobenzaldehyde

  • 심영지 (동국대학교 과학기술대학 화학과) ;
  • 이호진 (동국대학교 과학기술대학 화학과) ;
  • 김헌철 (동국대학교 과학기술대학 화학과) ;
  • 박순흠 (동국대학교 과학기술대학 화학과)
  • 투고 : 2011.12.12
  • 심사 : 2012.01.17
  • 발행 : 2012.02.20
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초록

키워드

실 험

촉매반응의 일반적인 실험과정

팔라듐 착물에 의한 1-bromo-4-fluorobenzene의 시안화촉매반응. Schlenk flask(10 mL)에 교반에 필요한 자석과 함께 Pd2(dba)3C6H6(5 mg, 0.005 mmol), PPh3(7.9 mg, 0.03 mmol), Zn(19.7 mg, 0.3 mmol), 1-bromo-4-fluorobenzene(0.028 ml, 0.25 mmol), 그리고 Zn(CN)2 (17.7 mg, 0.151 mmol)을 넣고 DMA(3 mL)를 가한 후, 질소 기압에서 120 ℃, 4시간 동안 저어주었다. 혼합용액을 실온으로 식힌 후, Pasteur pipette을 이용하여 용액을 vial에 옮겨 담은 다음 알루미나를 약 1 cm 채운 짧은 유리관(0.7×15 cm)을 통과시키면서 diethyl ether로 용출하여 노란색의 맑은 용액을 얻었다. 이 용액을 GC/MS(MS/FID detector)로 분석하였다. 4-fluorobenzonitrile(81.4%), 부생성물인 benzonitrile(7.0%) 그리고 4,4'-difluoro-1,1'-biphenyl(11.2%)이 각각 생성되었다. For 4-fluorobenzonitrile(C7H4N1F1): GC/MS: m/z = 121, 106, 94, 75, 63, 50, 37, 26, 14.

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