Bulletin of the Korean Chemical Society

  • 제21권4호
  • /
  • Pages.429-433
  • /
  • 2000
  • /
  • 0253-2964(pISSN)
  • /
  • 1229-5949(eISSN)
대한화학회 (Korean Chemical Society)
권호 표지
DOI QR코드

DOI QR Code

Convenient Route to Core-modified Corroles by Acid-catalyzed Condensation of Furylpyrromethanes and Dipyrromethanes

  • 발행 : 20000400
PDF 다운로드
⟨ 이전 논문 다음 논문 ⟩

초록

Corroles and oxacorroles were synthesized by acid-catalyzed, 2+2 condensation. The condensation afforded different corroles bearing core-heteroatoms at the predesignated locations. Regioselective a- a’ linkage be-tween pyrrole and furan or betwee n pyrrole and pyrrole was achieved by keeping the linking carbon at different position of starting dipyrromethanes. The condensation was only fruitful when furan-containing dipyrromethanes were condensed.

키워드

참고문헌

  1. Porphyrins and Metalloporphyrins v.1 Smith, K. M.;Smith, K. M.(ed)
  2. J. Chem. Soc., Dalton Tran. v.463 Boschi, T.;Licoccia, S.;Paolesse, R.;Tagliatesta, P.;Azarnia, M.
  3. J. Am. Chem. Soc. v.117 Kratky, C.;Farber, G.;Gruber, K.;Wilson, K.;Dauter, Z.;Nolting, H. F.;Konrat, R.;Krautler, B.
  4. J. Org. Chem. v.63 Licoccia, S.;Di Vona, M. L.;Paolesse, R.
  5. Angew. Chem. Int. Ed. Eng. v.8 Woodward, R. B.;Hoffmann, R.
  6. J. Chem. Soc. Perkin I v.2281 Conlon, M.;Johnson, A. W.;Overend, W. R.;Rajapaksa, A.;Elson, C. M.
  7. Org. Letters v.1 Gross, Z.;Galili, N.;Simkhovich, L.;Saltsman, I.;Botoshansky, M.;Blaser, D.;Boese, R.;Goldberg, I.
  8. J. Chem. Soc. v.807 Broadhurst, M. J.;Grigg, R.;Johnson, A. W.
  9. J. Chem. Soc. v.148 Broadhurst, M. J.;Grigg, R.;Johnson, A. W.
  10. J. Chem. Soc. v.3681 Broadhurst, M. J.;Grigg, R.;Johnson, A. W.
  11. J. Chem. Soc., Perkin Trans. I v.1124 Broadhurst, M. J.;Grigg, R.;Johnson, A. W.
  12. Inorg. Chem. v.33 Paolesse, R.;Lococcia, S.;Bandoli, G.;Dolmella, A.;Boschi, T.
  13. Russian Chemical Review v.49 Genokhova, N. S.;Melenteva, T. A.;Berezovskii, V. M.
  14. Russian Chemical Review v.52 Melenteva, T. A.
  15. Tetrahedron v.50 Lee, C. H.;Lindsey, J. S.
  16. J. Org. Chem. v.64 Littler, B. J.;Miller, M. A.;Hung, C. H.;Wagner, R. W.;OShea, D. F.;Boyle, P. D.;Lindsey, J. S.
  17. J. Chem. Soc. v.1920 Johnson, A. W.;Kay, I. T.
  18. Tetrahedron Lett. v.38 Neya, S.;Ohyama, K.;Funasaki, N.
  19. Inorganica Chimica Acta v.203 Paolesse, R.;Licoccia, S.;Fanciullo, M.;Morgante, E.;Boschi, T.
  20. J. Org. Chem. v.64 Cho, W. S.;Kim, H. J.;Littler, B. J.;Miller, A. M.;Lee, C. H.;Lindsey, J. S.
  21. Tetrahedron v.51 Lee, C. H.;Li, F.;Iwamoto, K.;Dadok, J.;Bothnerby, A.;Linsey, J. S.
  22. Tetrahedron Lett. v.40 Lee, C. H.;Cho, W. S.
  23. J. Org. Chem. v.64 Littler, B. J.;Ciringh, Y. Z.;Lindsey, J. S.
  24. Pure & Applied Chem. v.68 Wagner, R. W.;Lindsey, J. S.
  25. Inorganica Chimica Acta v.241 Paolesse, R.;Tassoni, E.;Licoccia, S.;Paci, M.;Boschi, T.

피인용 문헌

  1. A survey of acid catalysts in dipyrromethanecarbinol condensations leading to meso-substituted porphyrins vol.5, pp.12, 2000, https://doi.org/10.1002/jpp.387
  2. Acidolysis of intermediates used in the preparation of core-modified porphyrinic macrocycles vol.6, pp.3, 2000, https://doi.org/10.1142/s108842460200021x
  3. Recent Advances in the Synthesis of Corroles and Core-Modified Corroles vol.2002, pp.11, 2000, https://doi.org/10.1002/1099-0690(200206)2002:11<1735::aid-ejoc1735>3.0.co;2-k
  4. 5,10,15-Triaryl-21,23-dioxacorrole and Its Isomer with a Protruding Furan Ring vol.67, pp.16, 2000, https://doi.org/10.1021/jo025773f
  5. Reactivity of Silole within a Core-Modified Porphyrin Environment: Synthesis of 21-Silaphlorin and its Conversion to Carbacorrole vol.14, pp.16, 2000, https://doi.org/10.1002/chem.200702002
  6. Synthesis and Studies of Thiacorroles vol.75, pp.12, 2000, https://doi.org/10.1021/jo100607t
  7. Synthesis of meso‐Pyrrole‐Substituted 22‐Oxacorroles by a “3+2” Approach vol.20, pp.33, 2000, https://doi.org/10.1002/chem.201402710
  8. Synthesis and Characterization of cis‐A2B‐Type meso‐Triaryl‐Substituted Corroles vol.2015, pp.1, 2015, https://doi.org/10.1002/ejoc.201403217
  9. Bipyricorrole: A Corrole Homologue with a Monoanionic Core as a Fluorescence ZnII Sensor vol.128, pp.3, 2016, https://doi.org/10.1002/ange.201508829
  10. Bipyricorrole: A Corrole Homologue with a Monoanionic Core as a Fluorescence ZnII Sensor vol.55, pp.3, 2000, https://doi.org/10.1002/anie.201508829
  11. Synthesis of Corroles and Their Heteroanalogs vol.117, pp.4, 2000, https://doi.org/10.1021/acs.chemrev.6b00434
  12. Heteroatom-Containing Porphyrin Analogues vol.117, pp.4, 2000, https://doi.org/10.1021/acs.chemrev.6b00496
  13. Heterocorroles: corrole analogues containing heteroatom(s) in the core or at a meso-position vol.8, pp.38, 2000, https://doi.org/10.1039/c8ra03669a
  14. Two Macrocycles in One Shot: Synthesis, Spectroscopy, Photophysics, and Tautomerism of 23‐Oxahemiporphycene and 21‐Oxacorrole‐5‐carbaldehyde vol.24, pp.39, 2000, https://doi.org/10.1002/chem.201801293