The two-step mechanochemical synthesis of porphyrins

Faraday Discussions

Volumn 170, Issue , 2014, Pages 59-69

  Shy, Hannah ^a   Mackin, Paula ^a   Orvieto, Andrea S ^a   Gharbharan, Deepa ^a   Peterson, Geneva R ^b   Bampos, Nick ^b   Hamilton, Tamara D ^a  

^a BARRY UNIVERSITY   (United States)

^b UNIVERSITY OF CAMBRIDGE   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

BENZALDEHYDE; BENZALDEHYDE DERIVATIVE; PORPHYRIN; PYRROLE DERIVATIVE;

CHEMISTRY; OXIDATION REDUCTION REACTION; SYNTHESIS;

BENZALDEHYDES; OXIDATION-REDUCTION; PORPHYRINS; PYRROLES;

EID: 84912087632     PISSN: 13596640     EISSN: 13645498     Source Type: Journal    
DOI: 10.1039/c3fd00140g     Document Type: Article

References (35)

1. C. M. Drain, A. Varotto and Radivojevic, Chem. Rev., 2009, 109, 1630-1658;
2. C. J. Medforth, Z. Wang, K. E. Martin, Y. Song, J. L. Jacobsen and J. A. Shelnutt, Chem. Commun., 2009, 7261-7277;
3. I. Goldberg, CrystEngComm, 2008, 10, 637-645;
4. R. L. Halterman, S.-T. Jan, A. H. Abdulwali and D. J. Standlee, Tetrahedron, 1997, 53, 11277-11296.
5. P. Rothemund, J. Am. Chem. Soc., 1935, 57, 2012-2011;
6. P. Rothemund, J. Am. Chem. Soc., 1939, 61, 2912-2915;
7. R. G. Little, J. Heterocycl. Chem., 1981, 18, 833-834;
8. G. M. Badger, R. A. Jones and R. L. Laslett, Aust. J. Chem., 1964, 17, 1028-1035.
9. A. D. Adler, F. R. Longo, J. D. Finarelli, J. Goldmacher, J. Assour and L. Korsakoff, J. Org. Chem., 1967, 32, 476;
10. A. D. Adler, L. Sklar, F. R. Longo, J. D. Finarelli and M. G. Finarelli, J. Heterocycl. Chem., 1968, 5, 669-678;
11. G. H. Barnett, M. F. Hudson and K. M. Smith, J. Chem. Soc., Perkin Trans. 1, 1975, 1401-1403.
12. J. S. Lindsey, I. C. Schreiman, H. C. Hsu, P. C. Kearney and A. M. Marguerattaz, J. Org. Chem., 1987, 52, 827-836;
13. J. S. Lindsey, K. A. MacCrum, J. S. Tyhonas and Y.-Y. Chuang, J. Org. Chem., 1994, 59, 579-587.
14. C. M. Drain and X. Gong, Chem. Commun., 1997, 2117-2118.
15. A. Petit, A. Loupy, P. Maillard and M. Momenteau, Syth. Commun., 1992, 22, 1137-1142.
16. S. L. James, C. J. Adams, C. Bolm, D. Braga, P. Collier, T. Friščić, F. Grepioni, K. D. M. Harris, G. Hyett, W. Jones, A. Krebs, J. Mack, L. Maini, A. G. Orpen, I. P. Parkin, W. C. Shearouse, J. W. Steed and D. C. Waddell, Chem. Soc. Rev., 2012, 41, 413-447.
17. G. Kaupp, M. R. Naimi-Jamal and J. Schmeyers, Tetrahedron, 2003, 59, 3753;
18. E. M. C. Gerard, H. Sahin, A. Encinas and S. Bräse, Synlett, 2008, 2702 -2704;
19. J. Mack and M. Shumba, Green Chem., 2007, 9, 328-330;
20. V. P. Balema, J. W. Wiench, M. Pruski and V. K. Pecharsky, J. Am. Chem. Soc., 2002, 124, 6244-6245;
21. P.-N. Chen, C.-C. Lai and S.-H. Chiu, Org. Lett., 2011, 13, 4660.
22. J. Bonnamour, T.-X. Métro, J. Martinez and F. Lamatay, Green Chem., 2013, 15, 1116-1120;
23. D. Tan, V. Štrukil, C. Mottillo and T. Friščić, Chem. Commun., 2014 Advance Article DOI: 10.1039/C3CC47905F.
24. G. Peychal-Heiling and G. S. Wilson, Anal. Chem., 1971, 43, 550-556;
25. D. Dolphin, J. Heterocycl. Chem., 1970, 7, 275-283.
26. S. G. Hegde, A. M. Kassim and A. I. Ingrum, Tetrahedron Lett., 1995, 36, 8395-8398;
27. M. J. Mphalele, Molecules, 2009, 14, 5308-5322.
28. I. Huskić, I. Halasz, T. Friščić and H. Vančik, Green Chem., 2012, 14, 1597-1600;
29. R. Thorwirth, F. Bernhardt, A. Stolle, B. Ondruschka and J. Asghari, Chem.-Eur. J., 2010, 16, 13236-13242;
30. G. Cravotto, D. Garella, D. Carnaroglio, E. C. Gaudino and O. Rosai, Chem. Commun., 2012, 48, 11632-11634.
31. H. J. Wagner, R. O. Loutfy and C.-K. Hsiao, J. Mater. Sci., 1982, 17, 2781-2791;
32. P. D. Sattsangi, J. Chem. Educ., 1996, 73, A3.
33. P. T. Anastas and J. C. Warner, in Green Chemistry: Theory and Practice, Oxford University Press, New York, 1998, p.30.
34. R. A. Sheldon, Green Chem., 2007, 9, 1273-1283.
35. K. Van Aken, L. Strekowski and L. Patiny, Beilstein J. Org. Chem., 2006, 2, 3.