Molecular Stereochemistry of Aquamanganese(III) Porphyrins. Demonstrable Effect of π-Arene-Porphyrin Interaction on the Metal Coordination Environment in a Metalloporphyrin

Inorganic Chemistry

Volumn 26, Issue 25, 1987, Pages 4155-4160

  Williamson, Michael M ^a   Hill, Craig L ^a  

^a EMORY UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33845283275     PISSN: 00201669     EISSN: 1520510X     Source Type: Journal    
DOI: 10.1021/ic00272a005     Document Type: Article

References (38)

1. Hill, C. L.; Schardt, B. C. /. Am. Chem. Soc. 1980,102, 6374. (b) Hill, C. L.; Smegal, J. A. Nouv. J. Chim. 1982, 5, 287. (c) Smegal, J. A.; Hill, C. L. /. Am. Chem. Soc. 1983,105, 3515. (d) Smegal, J. A.; Hill, C. L. 1983, 105, 2920. (e) Hill, C. L.; Smegal, J. A.; Henlv. T. J. J. On. Chem. 1983. 48. 3277.
2. Hill, C. L. In Advances in Oxygenated Processes', Baumstark, A. L., Ed *. TAT: Greenwich, CT. in nre&s.
3. Groves, J. T.; Takahashi, T.,J. Am. Chem, Soc. 1983,105, 2073. (b) Groves, J. T.: Watanabe, Y.: McMurrv, T. J. 1983,105, 4489.
4. Powell, M. F.; Pai, E. F.; Bruice, T. C. J. Am. Chem. Soc. 1984, 106, 3277. (b) Lindsey Smith, J. R.; Nee, M. W.; Noar, J. B.; Bruice, T. C. J.,Chem. Soc., Dalton Trans. 1984, 255. (c) Yuan, L. C. ; Bruice, T. C.,J. Chem. Soc., Chem. Commun. 1985, 868. (d) Yuan, L. C. ; Bruice, T. C. J. Am. Chem. Soc. 1986, 108, 1643.
5. Collman, J. P.; Kodadek, T.; Taybuck, S. A.; Meunier, B. Proc. Natl. Acad. Set, U. S. A. 1983, 80, 7039. (b) Collman, J. P.; Brauman, J. I.; Meunier, B.; Raybuck, S. A.; Kodadek, T. 1984, 81, 3245. (c) Meunier, B.; Guilmet, E.; De Carvalho, M. E. ; Poilblanc, J. Am. Chem. Soc. 1984, 106, 6668. (d) Collman, J.,P.; Brauman, J. I,; Meunier, B.; Hayashi, T.; Kodadek, T.; Raybuck, S. A. 1985,107, 2000.
6. Lindsay Smith, J. R.; Mortimer, D. N. J. Chem. Soc., Chem. Commun. 1985, 64.
7. Mansuy, D.; Fontecave, M.; Bartoli, J. F. J. Chem. Soc., Chem. Commun. 1983, 253. (b) Mansuy, D.; Mahy, J. P. ; Dureault, A.; Bedi, G.; Battioni, P. 1984, 1161. (c) Mansuy, D.; Battioni, P.; Rertaud, J. P. 1984, 1255. (d) Renaud, J. P. ; Battioni, P.; Bartoli, J. F. ; Mansuy, D. 1985, 888. (e) Battioni, P.; Renaud, J. P. ; Bartoli, J. F. : Mansuv. D. 1986. 341.
8. Meunier, B.; Guilmet, E.; De Carvalho, M. E. ; Poilblanc, R. J. Am. Chem. Soc. 1984, 106, 6668 and references cited therein, (b) De Poorter, B,; Ricci, M.; Meunier, B. Tetrahedron Lett. 1985, 26, 4459 and references cited therein.
9. Razenberg, J. A. S. J.; van der Made, A. W.; Smeets, J. W. H.; Nolle, R. J. M. J. Mol. Catal. 1985, 31, 271. (b) Razenberg, J. A. S. J.; Nolte, R. J. M.; Drenth, W. J. Chem. Soc., Chem. Commun. 1986, 277. (c) Nolte, R. J. M.; Razenberg, J. A. S. J.; Schuurman, R. J. Am. Chem. Soc. 1986, 108, 2751.
10. Sushck, K.; Cook, B.; Fox, M. J.,Chem. Soc., Chem. Commun. 1985, 580. (b) Cook, B. R.; ifnjlqxReinert, T. J.; Suslick, K. S. J. Am. Chem. Soc. 1986, 108, 7281. (c) Suslick, K. S.; Cook, B. R. J. Chem. Soc., Chem. Commun. 1987, 200. (d) Suslick, K. S.; Acholla, F. V.; Cook, B. R. 1987, 109, 2818.
11. Tabushi, I.; Morimitsu, K.,J. Am. Chem. Soc. 1984, 106, 6871 and references cited therein.
12. Harriman, A.; Porter, G. J. Chem. Soc., Faraday Trans. 2 1979, 75,1543. (b) Porter, G. Proc. R. Soc. London, A 1978, 362, 281. (c) Tabushi, I.; Kojo, S. Tetrahedron Lett. 1975, 305.
13. Camenzind, M. J.; Hollander, F.,J.; Hill, C. L. Inorg. Chem. 1982, 21, 4301. (b) Camenzind, M. J.; Hollander, F. J.; Hill, C. L. 1983, 22, 3776.
14. Schardt, B. C.; Hollander, F.,J.; Hill, C. L. J. Am. Chem. Soc. 1982, 104, 3964. (b) Smegal, J. A.; Schardt, B. C.; Hill, C. L. 1983, 105, 3510.
15. Spreer, L.; Maliyackel, A. C.; Holbrook, S.; Otvos, J. W.; Calvin, M. J. Am. Chem. Soc. 1986, 108, 1949.
16. Hill, C. L.; Hollander, F. J. J. Am. Chem. Soc. 1982, 104, 7318.
17. Buchler, J. W.; Dreher, C.; Lay, K. L. Z. Naturforsch., B Anorg. Chem., Org. Chem. 1982, 37B, 1155. (b) Buchler, J. W.; Dreher, C.; Lav. K. L. : Lee. Y. J. A.: Scheidt. W. R. Inors. Chem. 1983. 22. 888.
18. Bortolini, O.,; Meunier, B. J. Chem. Soc., Chem. Commun. 0983, 139. (b) Bortolini, O.; Ricci, M.; Meunier, B,; Friant, P.; Ascone, I.; Goulon, J. Nouv. J. Chim. 1986, 10, 39.
19. Carnien, N.; Harriman, A.; Porter, G. J. Chem. Soc., Dalton Trans, 1982, 931. (b) Carnieri, N.; Harriman, A.; Porter, G.; Kalyanasun-daram, K. 1982, 1231. (c) Carnieri, N.; Harriman, A. Inorg. Chim. Acta 1982,62, 103. (d) Ellul, H.; Harriman, A.; Richoux, M. C. J. Chem. Sne., Daltem Trans. 1985. 503.
20. Williamson, M. M.; Hill, C. L. Inorg. Chem. 1986, 25, 4668.
21. The Porphyrins', Dolphin, D., Ed.; Wiley: New York, 1978, 1979; particularly several chapters in Vols. IIIV. (b) Porphyrins and Me-talloporphyrins; Smith, K. S., Ed.; Elsevier: Amsterdam, 1975; several chapters.
22. For example, see: Goff, H.; Shimomura, E. J. Am. Chem. Soc. 1980, 107. 31.
23. See also: (a) Gouterman, M.; Stevenson, P. E. J. Chem. Phys. 1962, 37, 2266. (b) Mauzerall, D. Biochemistry 1965, 4, 1801. (c) Siderov, A. N. Theor. Exp. Chem. (Engl. Transl.) 1973, 9, 435. (d) Barry, C. D.; Hill, H. A. O.; Mann, B.,E.; Sadler, P. J.; Williams, R. J. P. J. Am. Chem. Soc. 1973, 95, 4545.
24. Bis(toluene) solvates of M(TPP) systems: (a) Kirner, J. F.; Reed, C. A.; Scheidt, W. R. J.Am. Chem. Soc. 1977, 99, 1093. (b) Scheidt, W. R.; Kastner, M. E.; Hatano, K. Inorg. Chem. 1978,17, 706. (c) Scheidt, W. R.;, Reed. C. A. 1978. 17. 710.
25. Structurally characterized five-coordinate metalloporphyrins with an anionic axial ligand and a π-arene-porphyrin ring interaction: (a) Reed, C. A.; Mashiko, T.; Bentley, S. P.; Kastner, M. E.; Scheidt, W. R.; Spartalian, K.; Lang, G. J. Am. Chem. Soc. 1979, 101, 2948. (b) Shelly, K.; Bartczak, T.; Scheidt, W. R.; Reed, C. A. Inorg. Chem. 1985. 24. 4325.
26. π-Arene-porphyrin interactions with substantial ground-state electron donor-acceptor character: Pace, L. J.; Ulman, A.; Ibers, J. A. Inorg. Chem. 1982. 21. 199 and references cited therein.
27. Kennedy, B. J.; Murray, K. S. Inorg. Chem. 1985, 24, 1557.
28. Hill, C. L.; Williamson, M. M. Inorg. Chem. 1985, 24, 2836.
29. Hill, C. L.; Williamson, M. M. Inorg. Chem. 1985, 24, 3024.
30. North, A. C. T.; Phillips, D. C.,; Mathews, F. S. Acta Crystallogr.ySect. A: Cryst. Phys., Diffr., Theor. Gen. Crystallogr. 1962718 A24, 351.
31. Cromer, D. T.; Waber, J. T. International Tables for X-ray Crystallography> Kynoch: Birmfngham, England, 1974; Vol. IV, Table 2.2B.
32. Evans, H. T.; Pope, M. T. Inorg. Chem. 1984, 23, 501.
33. Herbstein, F. H. In Perspectives in Structural Chemistry; Dunitz, J. D. Ibers, J. A., Eds.; Wiley: New York; pp 166–395 and references cited therein. (b) Treibs, A. Justus Liebigs Ann. Chem. 1929, 476,1 and references cited therein.
34. Cotton. F. A.; Richardson, D. C. Inorg. Chem. 1966, 5, 1851.
35. Pauling, L. The Nature of the Chemical Bond, 3rd ed.; Cornell University Press: Ithaca, NY, 1960.
36. Structurally characterized five-coordinate Mn(III) complexes: (a) Scheidt, W. R.; Lee, Y. J.; Luangdilok, W.; Haller, K. J.; Anzai, K.; Hatano, K. Inorg. Chem. 1983, 22, 1516. (b) Tulinsky, A.; Chen, B. M. L. J. Am. Chem. Soc. 1977, 99, 3647. (c) Day, V. W.; Stults, B. R.; Tasset, E. L.; Marianelli, R. S.; Boucher, L. J. Inorg. Nucl. Chem. Lett. 1975, 11, 505.
37. Structurally characterized six-coordinate Mn(III) complexes: (a) Kirner, J. F.; Scheidt, W. R. Inorg. Chem. 1975, 14, 2081. (b) Day, V. W.; Stults, B. R.; Tasset, E. L.; Day, R. O.; Marianelli, R. S. J. Am. Chem. Soc. 1974, 96, 2650.
38. Scheidt, W.,R. In The Porphyrins; Dolphin, D., Ed.; Academic: New York, 1978; Vol. III, Part A.,Chapter 10. (b) Scheidt, W. R. Acc. Chem. Res. 1977, 10, 339.