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Volumn 51, Issue 1, 2010, Pages 40-42

Synthesis of β-di and tribromoporphyrins and the crystal structures of antipodal tri-substituted Zn(II)-porphyrins

Author keywords

[No Author keywords available]

Indexed keywords

BETA DIBROMOPORPHYRIN; N BROMOSUCCINIMIDE; PORPHYRIN DERIVATIVE; TETRAPHENYLPORPHYRIN; TRIBROMOPORPHYRIN; UNCLASSIFIED DRUG; ZINC;

EID: 70649112273     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2009.10.039     Document Type: Article
Times cited : (18)

References (21)
  • 1
    • 70649096531 scopus 로고    scopus 로고
    • Academic Press, San Diego and references cited therein
    • Kadish K.M., Smith K.M., and Guilard R. The Porphyrin Handbook. Vols. 1-10 (2000), Academic Press, San Diego and references cited therein
    • (2000) Vols. 1-10
    • Kadish, K.M.1    Smith, K.M.2    Guilard, R.3
  • 3
    • 0003641908 scopus 로고    scopus 로고
    • Kadish K.M., Smith K.M., and Guilard R. (Eds), Academic Press, New York
    • Senge M.O. In: Kadish K.M., Smith K.M., and Guilard R. (Eds). The Porphyrin Handbook Vol. 6 (2000), Academic Press, New York 43-101
    • (2000) The Porphyrin Handbook , vol.6 , pp. 43-101
    • Senge, M.O.1
  • 14
    • 70649114970 scopus 로고    scopus 로고
    • General procedure for the synthesis and purification of H2TPPBrn (n, 2, 3) derivatives is as follows: To a stirred solution of H2TPP10b (0.25 g, 0.406 mmol) in CHCl3 (50 ml, freshly recrystallised NBS (0.202 g, 1.138 mmol) in 20 ml of CHCl3 was added dropwise over a period of 30 min. Then the reaction mixture was allowed to stir for a further period of 24 h at room temperature. At the end of this period, the reaction mixture was rotary-evaporated to dryness and the purple coloured residue was washed with methanol twice (25 ml × 2) and it was dried at 85 °C for 8 h. The residue was re-dissolved in minimum amount of CHCl3 and pre-adsorbed on silica gel 100-200 mesh, The slurry was subjected for rotary evaporation to remove CHCl3 to get the dry silica gel powder. The dry silica gel powder was chromatographed on to silica gel column using 35% CHCl3 in hexane as the eluent. H
    • 3: δ = 8.99 (s, 1H, β-pyrrole-H), 8.79 (d, 4H, β-pyrrole-H), 8.09 (m, 8H, meso-o-phenyl-H), 7.73 (m, 12H, meso-m and p-phenyl-H). MALDI-MS (m/z): 914.39 (914).
  • 16
    • 70649091592 scopus 로고    scopus 로고
    • note
    • 2 = 0.2236. Crystallographic data excluding structure factors have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication numbers CCDC 737940. A copy of the data can be obtained free of charge from CCDC, 12 Union road, Cambridge CB2 1EZ. UK [Direct line: +44 1223 762910, fax: +44 (0) 1223-336033 or e-mail: deposit@ccdc.cam.ac.uk].
  • 17
    • 70649094730 scopus 로고    scopus 로고
    • Sheldrick, G. M. SHELXL 97, Program for the Refinement of Crystal Structures; University of Göettingen: Göettingen, Germany, 1997.
    • Sheldrick, G. M. SHELXL 97, Program for the Refinement of Crystal Structures; University of Göettingen: Göettingen, Germany, 1997.
  • 19
    • 70649091593 scopus 로고    scopus 로고
    • note
    • 3: δ = 8.82 (m, 2H, β-pyrrole-H), 8.67 (d, J = 4.8 Hz, 1H, β-pyrrole-H), 8.63(d, J = 4.4 Hz, 1H, β-pyrrole-H), 8.54 (d, J = 4.8 Hz, 1H, β-pyrrole-H), 8.22 (m, 2H, meso-o-phenyl-H), 7.88 (m, 2H, meso-o-phenyl-H), 7.77 (m, 4H, meso-o-phenyl-H), 7.71 (m, 3H, meso-m and p-phenyl-H), 7.36 (m, 2H, meso-m-phenyl-H), 7.18 (m, 12H, meso and β-phenyl-H), 6.98 (m, 4H, β-o-phenyl-H), 6.87 (m, 6H, β-m and p -phenyl-H). MALDI-MS (m/z): 905.5 (906.41).
  • 20
    • 70649105909 scopus 로고    scopus 로고
    • note
    • 2 = 0.1738. Crystallographic data excluding structure factors have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication numbers CCDC 737941. A copy of the data can be obtained free of charge from CCDC, 12 Union road, Cambridge CB2 1EZ. UK [Direct line: +44 1223 762910, fax: +44 (0) 1223-336033 or e-mail: deposit@ccdc.cam.ac.uk].


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.