Synthesis and properties of a corrole with small and electron-withdrawing substitutents, 5, 15-bis(trifluoromethyl)-10-pentafluorophenylcorrole

Journal of Porphyrins and Phthalocyanines

Volumn 10, Issue 2, 2006, Pages 76-86

  Goldschmidt, Ruth ^a   Goldberg, Israel ^b   Balazs, Yael ^a   Gross, Zeev ^a  

^a TECHNION ISRAEL INSTITUTE OF TECHNOLOGY   (Israel)

^b TEL AVIV UNIVERSITY   (Israel)

Author keywords

Corroles; NMR; Synthesis; X ray crystallography

Indexed keywords

EID: 33745828303     PISSN: 10884246     EISSN: None     Source Type: Journal    
DOI: 10.1142/S1088424606000107     Document Type: Article

References (43)

1. a) For the first demonstration, see: Gross Z, Simkhovich L and Galili N. Chem. Commun. 1999; 599-600.
2. b) For a review on oxidation catalysis by metallocorroles, see: Gross Z and Gray HB. Adv. Syn. Cat. 2004; 346: 165-170.
3. For advances in oxidation catalysis not covered in the review, see: a) Zhang R, Harischandra DN and Newcomb M. Chem. Eur. J. 2005; 11: 5713-5720.
4. b) Harischandra DN, Zhang R and Newcomb M. J. Am. Chem. Soc. 2005; 127: 13776-13777.
5. c) Mahammed A and Gross Z. J. Am. Chem. Soc. 2005; 127: 2883-2887.
6. d) Ou ZP, Erben C, Autret M, Will S, Rosen D, Lex J, Vogel E and Kadish KM. J. Porphyrins Phthalocyanines 2005; 9: 398-412.
7. e) Lansky DE, Mandimutsira B, Ramdhanie B, Clausen M, Penner-Hahn J, Zvyagin SA, Telser J, Krzystek J, Zhan RQ, Ou ZP, Kadish KM, Zakharov L, Rheingold AL and Goldberg DP. Inorg. Chem. 2005; 44: 4485-4498.
8. f) Fryxelius J, Eilers G, Feyziyev Y, Magnuson A, Sun LC and Lomoth R. J. Porphyrins Phthalocyanines 2005; 9: 379-386.
9. g) Wang SHL, Mandimutsira BS, Todd R, Ramdhanie B, Fox JP and Goldberg DP. J. Am. Chem. Soc. 2004; 126: 18-19.
10. For other catalytic processes catalyzed by metallocorroles, see: a) Kadish KM, Fremond L, Ou ZP, Shao JG, Shi CN, Anson FC, Burdet F, Gros CP, Barbe JM and Guilard R. J. Am. Chem. Soc. 2005; 127: 5625-5631.
11. b) Wang SHL, Mandimutsira BS, Todd R, Ramdhanie B, Fox JP and Goldberg DP. J. Am. Chem. Soc. 2004; 126: 18-19.
12. c) Saltsman I, Simkhovich L, Balazs Y, Goldberg I and Gross Z. Inorg. Chim. Acta 2004; 357: 3038-3046.
13. d) Simkhovich L, Goldberg I and Gross Z. J. Porphyrins Phthalocyanines 2002; 6: 439-444.
14. e) Grodkowski J, Neta P, Fujita E, Mahammed A, Simkhovich L and Gross Z . J. Phys. Chem. A 2002; 106: 4772-4778.
15. f) Simkhovich L, Mahammed A, Goldberg I and Gross Z. Chem. Eur. J 2001; 7: 1041-1055.
16. g) Simkhovich L and Gross Z. Tetrahedron Lett. 2001; 42: 8089-8092.
17. a) Gross Z, Galili N and Saltsman I. Angew. Chem. Int. Ed. 1999; 38: 1427-1429.
18. b) Gross Z, Galili N, Simkhovich L, Saltsman I, Botoshansky M, Blaser D, Boese R and Goldberg I. Org. Lett. 1999; 1: 599-602.
19. c) Gryko DT and Koszarna B. Org. Biomol. Chem, 2003; 1: 350-357.
20. d) Geier GR, Chick JFB, Callinan JB, Reid CG and Auguscinski WP. J. Org. Chem. 2004; 69: 4159-4169.
21. a) Mahammed A, Goldberg I and Gross Z. Org. Lett. 2001; 3: 3443-3446.
22. b) Gross Z and Mahammed A. J. Porphyrins Phthalocyanines 2002; 6: 553-555.
23. c) Saltsman I, Mahammed A, Goldberg I, Tkachenko E, Botoshansky M and Gross Z. J. Am. Chem. Soc. 2002; 124: 7411-7420.
24. Mahammed A, Gray HB, Weaver JJ, Sorasaenee K and Gross Z. Bioconj. Chem. 2004; 15: 738-746.
25. Tse MK, Zhang ZY, Mak TCW and Chan KS. Chem. Commun. 1998: 1199-1200.
26. Simkhovich L, Goldberg I and Gross Z. J. Inorg. Biochem. 2000; 80: 235-238.
27. a) Dmowski W, Piasecka-Maciejewska K and Urbanczyk-Lipkowska Z Synt. 2003; 841-844.
28. b) Wijesekera TP Can. J. Chem. 1996; 74: 1868-1871.
29. c) Nishino N, Wagner RW and Lindsey JS J. Org. Chem. 1996: 61: 7534-7544.
30. a) Geier GR, Chick JFB, Callinan JB, Reid CG and Auguscinski WP. J. Org. Chem. 2004; 69: 4159-4169.
31. b) Gryko DT, Fox JP and Goldberg DP. J. Porphyrins Phthalocyanines 2004; 8: 1091-1105.
32. c) Nardis S, Monti D and Paolesse R. Mini-Reviews Org. Chem. 2005; 2: 546-564.
33. a) Lindsey JS, Schreiman IC, Hsu HC and Kearney PC. J. Org. Chem. 1987; 52: 827.
34. b) DiMagno SG, Williams RA and Therien MJ. J. Org. Chem. 1994; 59: 6943.
35. a) Rao PD, Dhanalekshmi S, Littler BJ and Lindsey JS. J. Org. Chem. 2000; 65: 7323.
36. b) Lee CH and Lindsey JS. Tetrahedron 1994; 50: 11427.
37. c) Gryko DT, Tasior M and Koszarna B. J. Porphyrins Phthalocyanines 2003; 7: 239.
38. Balazs YS, Saltsman I, Mahammed A, Tkachenko E, Golubkov G, Levine J and Gross Z. Magn. Reson. Chem. 2000; 42: 624.
39. Ding T, Harvey JD and Ziegler CJ. J. Porphyrins Phthalocyanines 2005; 9: 22-27.
40. Banerjee R and Ragsdale SW. Ann. Rev. Biochem. 2003; 72, 209-247.
41. Mahammed A, Giladi I, Goldberg I and Gross Z. Chem. Eur. J. 2001; 7: 4259.
42. a) Simkhovich L, Goldberg I and Gross Z, Org. Lett. 2003 ; 5, 1241.
43. b) Paolesse R, Jaquinod L, Nurco DJ, Mini S, Sagone F, Boschi T and Smith KM. Chem. Commun. 1999; 1307.