메뉴 건너뛰기




Volumn 47, Issue 46, 2006, Pages 8095-8099

Biomimetic transfer hydrogenation of ketones with iron porphyrin catalysts

Author keywords

[No Author keywords available]

Indexed keywords

2 PROPANOL; ALCOHOL DERIVATIVE; HYDROGEN; KETONE DERIVATIVE; PORPHYRIN DERIVATIVE; PORPHYRIN IRON; UNCLASSIFIED DRUG;

EID: 33749514368     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2006.09.058     Document Type: Article
Times cited : (95)

References (56)
  • 8
    • 0003445429 scopus 로고    scopus 로고
    • Jacobsen E.N., Pfaltz A., and Yamamoto H. (Eds), Springer, Berlin
    • In: Jacobsen E.N., Pfaltz A., and Yamamoto H. (Eds). Comprehensive Asymmetric Catalysis (1999), Springer, Berlin
    • (1999) Comprehensive Asymmetric Catalysis
  • 16
    • 10944239452 scopus 로고    scopus 로고
    • Selected recent examples of transfer hydrogenations:
    • Selected recent examples of transfer hydrogenations:. Schlatter A., Kundu M.K., and Woggon W.-D. Angew. Chem., Int. Ed. 43 (2004) 6731-6734
    • (2004) Angew. Chem., Int. Ed. , vol.43 , pp. 6731-6734
    • Schlatter, A.1    Kundu, M.K.2    Woggon, W.-D.3
  • 21
    • 33749509203 scopus 로고    scopus 로고
    • note
    • Due to the widespread abundance of iron in earth's crust and the easy accessibility the current price of iron is relatively low (approximately 300 US-dollar/t) compared to rhodium, iridium or ruthenium. Furthermore, iron is an essential trace element (daily dose for humans 5-28 mg) and is involved in an extensive number of biological processes.
  • 30
    • 0003946851 scopus 로고
    • Smith K.M. (Ed), Elsevier, Netherlands
    • In: Smith K.M. (Ed). Porphyrins and Metalloporphyrins (1975), Elsevier, Netherlands
    • (1975) Porphyrins and Metalloporphyrins
  • 31
    • 0004214293 scopus 로고
    • Dolphin D. (Ed), Academic Press, New York
    • In: Dolphin D. (Ed). The Porphyrins (1978), Academic Press, New York
    • (1978) The Porphyrins
  • 35
  • 44
    • 0001085432 scopus 로고
    • All porphyrins are commercial available by Strem or Aldrich except porphyrin 1d, which was synthesized according to a literature protocol:
    • All porphyrins are commercial available by Strem or Aldrich except porphyrin 1d, which was synthesized according to a literature protocol:. Lindsey J.S., Hsu H.C., and Schreiman I.C. Tetrahedron Lett. 27 (1986) 4969-4970
    • (1986) Tetrahedron Lett. , vol.27 , pp. 4969-4970
    • Lindsey, J.S.1    Hsu, H.C.2    Schreiman, I.C.3
  • 53
    • 33749537651 scopus 로고    scopus 로고
    • note
    • 12 (0.0013 mmol) and porphyrin 1a (0.0038 mmol) is dissolved in 1.0 mL 2-propanol and stirred for 16 h at 65 °C. Then a solution of sodium 2-propylate (0.19 mmol) in 0.5 mL 2-propanol is added. The solution is stirred for 5 min at 100 °C followed by the addition of 0.38 mmol acetophenone 4. After 7 h at 100 °C, the mixture is cooled to rt and filtered over a plug of silica gel. The conversion and yield were determined by GC without further purification. All synthesized alcohols are known compounds. Their characterization is done by a comparison with authentic samples.
  • 54
    • 33749533440 scopus 로고    scopus 로고
    • note
    • Sodium 2-propylate was chosen due to easier handling.
  • 56
    • 33749528523 scopus 로고    scopus 로고
    • Enthaler, S.; Hagemann, B.; Erre, G.; Junge, K.; Beller, M. Chem. Asian J. 2006, 1, in press.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.