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Volumn , Issue 19, 2007, Pages 3068-3072

Synthesis and reactions of meso-triphenylporphyrin Grignard reagent

Author keywords

Bromoporphyrins; Grignard reagent; Highly active magnesium

Indexed keywords

(5 BROMO 10,15,20 TRIPHENYLPORPHYRINATO)NICKEL; ALCOHOL; ALDEHYDE; ALDEHYDE DERIVATIVE; BENZENE DERIVATIVE; GRIGNARD REAGENT; KETONE DERIVATIVE; MAGNESIUM; NICKEL; PORPHYRIN DERIVATIVE; TRIPHENYLPORPHYRIN; UNCLASSIFIED DRUG;

EID: 37349056478     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2007-992364     Document Type: Article
Times cited : (7)

References (29)
  • 1
    • 0003641908 scopus 로고    scopus 로고
    • Kadish, K. M, Smith, K. M, Guilard, R, Eds, Academic Press: San Diego
    • The Porphyrin Handbook, Vol. 1-20; Kadish, K. M.; Smith, K. M.; Guilard, R., Eds.; Academic Press: San Diego, 2000-2003.
    • (2000) The Porphyrin Handbook , vol.1-20
  • 4
    • 34247338978 scopus 로고    scopus 로고
    • For selective and recent reports, see: a
    • For selective and recent reports, see: (a) Liu, C.; Shen, D.-M.; Chen, Q.-Y. J. Org. Chem. 2007, 72, 2732.
    • (2007) J. Org. Chem , vol.72 , pp. 2732
    • Liu, C.1    Shen, D.-M.2    Chen, Q.-Y.3
  • 18
    • 0003529785 scopus 로고    scopus 로고
    • Silverman, G. S, Rakita, P. E, Eds, Marcel Dekker: New York
    • (a) Handbook of Grignard Reagents; Silverman, G. S.; Rakita, P. E., Eds.; Marcel Dekker: New York, 1996.
    • (1996) Handbook of Grignard Reagents
  • 19
  • 25
    • 37349087350 scopus 로고    scopus 로고
    • Typical Procedure for the Grignard Reactions of Bromoporphyrin Ni3 with Ketones or Aldehydes Freshly cut potassium (65 mg, 20 equiv, MgCl 2 (190 mg, 20 equiv, KI (275 mg, 20 equiv, and DME (10 mL) were placed in an oven-dried 50 mL Schlenk flask under N2. The mixture was stirred and heated to reflux for 2 h and cooled to r.t. A DME (20 mL) solution of Ni3 (50 mg, 1.0 equiv)and cyclohexanone (2a, 175 mL, 20 equiv) was then charged with a syringe slowly under N2. After 5 min, the mixture was diluted with CH2Cl2 (30 mL, quenched with sat. NH4Cl solution, and washed with H2O three times. The organic layer was passed through dry silica gel and evaporated to dryness. The resulting solid was purified by flash column chromatography (silica gel, 300-400 mesh, PE-CH2Cl2,1:1 v/v) to afford Ni4a 33 mg, 65% yield, Spectroscopy data of Ni4a are as follows
    • +]: 700.1798; found: 700.1768.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.