Redox chemistry associated with the complexation of vanadium(V) and tungsten(VI) by meso-octaethylporphyrinogen: Formation and cleavage of cyclopropane units functioning as shuttles of two electrons

Journal of the American Chemical Society

Volumn 118, Issue 15, 1996, Pages 3634-3642

  Piarulli, Umberto ^a   Solari, Euro ^a   Floriani, Carlo ^a   Chiesi Villa, Angiola ^b   Rizzoli, Corrado ^b  

^a UNIVERSITY OF LAUSANNE   (Switzerland)

^b UNIVERSITY OF PARMA   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

METAL COMPLEX; PORPHYRIN DERIVATIVE;

ARTICLE; COMPLEX FORMATION; ELECTRON TRANSPORT; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0029942134     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja9543309     Document Type: Article

References (47)

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8. For references to metal complexation by meso-octaalkylporphyrinogen, see: (a) Jacoby, D., Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. J. Chem. Soc., Chem. Commun. 1991, 220. (b) Jacoby, D ; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J Chem. Soc., Chem. Commun. 1991, 790. (c) Jubb, J.; Jacoby, D.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Inorg. Chem. 1992, 31, 1306 (d) Jacoby, D.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. J. Am Chem. Soc. 1993, 115, 3595. (e) Jacoby, D.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. J. Am. Chem. Soc. 1993, 115, 7025. (f) Rosa, A.; Ricciardi, G.; Rosi, M.; Sgamellotti, A.; Floriani, C. J. Chem. Soc., Dalton Trans. 1993, 3759 (g) De Angelis, S ; Solari, E.; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J. Chem. Soc., Dalton Trans 1994, 2467. (h) Jacoby, D.; Isoz, S.; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J. Am. Chem. Soc 1995, 117, 2793. (i) Jacoby, D.; Isoz, S., Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J. Am Chem Soc. 1995, 117, 2805. (j) Floriani, C. In Stereoselective Reactions of Metal-Activated Molecules: Werner, H. Sundermeyer, J., Eds.; Vieweg: Wiesbaden, Germany, 1995: p 97. (k) De Angelis, S.; Solari, E.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Angew. Chem., Int. Ed. Engl. 1995, 34, 1092. (l) De Angelis, S.; Solari, E.; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. Organometallics 1995, 14, 4505. (m) Jacoby, D., Isoz, S.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C Organometallics 1995, 14, 4816.
9. For references to metal complexation by meso-octaalkylporphyrinogen, see: (a) Jacoby, D., Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. J. Chem. Soc., Chem. Commun. 1991, 220. (b) Jacoby, D ; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J Chem. Soc., Chem. Commun. 1991, 790. (c) Jubb, J.; Jacoby, D.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Inorg. Chem. 1992, 31, 1306 (d) Jacoby, D.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. J. Am Chem. Soc. 1993, 115, 3595. (e) Jacoby, D.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. J. Am. Chem. Soc. 1993, 115, 7025. (f) Rosa, A.; Ricciardi, G.; Rosi, M.; Sgamellotti, A.; Floriani, C. J. Chem. Soc., Dalton Trans. 1993, 3759 (g) De Angelis, S ; Solari, E.; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J. Chem. Soc., Dalton Trans 1994, 2467. (h) Jacoby, D.; Isoz, S.; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J. Am. Chem. Soc 1995, 117, 2793. (i) Jacoby, D.; Isoz, S., Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J. Am Chem Soc. 1995, 117, 2805. (j) Floriani, C. In Stereoselective Reactions of Metal-Activated Molecules: Werner, H. Sundermeyer, J., Eds.; Vieweg: Wiesbaden, Germany, 1995: p 97. (k) De Angelis, S.; Solari, E.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Angew. Chem., Int. Ed. Engl. 1995, 34, 1092. (l) De Angelis, S.; Solari, E.; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. Organometallics 1995, 14, 4505. (m) Jacoby, D., Isoz, S.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C Organometallics 1995, 14, 4816.
10. For references to metal complexation by meso-octaalkylporphyrinogen, see: (a) Jacoby, D., Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. J. Chem. Soc., Chem. Commun. 1991, 220. (b) Jacoby, D ; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J Chem. Soc., Chem. Commun. 1991, 790. (c) Jubb, J.; Jacoby, D.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Inorg. Chem. 1992, 31, 1306 (d) Jacoby, D.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. J. Am Chem. Soc. 1993, 115, 3595. (e) Jacoby, D.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. J. Am. Chem. Soc. 1993, 115, 7025. (f) Rosa, A.; Ricciardi, G.; Rosi, M.; Sgamellotti, A.; Floriani, C. J. Chem. Soc., Dalton Trans. 1993, 3759 (g) De Angelis, S ; Solari, E.; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J. Chem. Soc., Dalton Trans 1994, 2467. (h) Jacoby, D.; Isoz, S.; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J. Am. Chem. Soc 1995, 117, 2793. (i) Jacoby, D.; Isoz, S., Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J. Am Chem Soc. 1995, 117, 2805. (j) Floriani, C. In Stereoselective Reactions of Metal-Activated Molecules: Werner, H. Sundermeyer, J., Eds.; Vieweg: Wiesbaden, Germany, 1995: p 97. (k) De Angelis, S.; Solari, E.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Angew. Chem., Int. Ed. Engl. 1995, 34, 1092. (l) De Angelis, S.; Solari, E.; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. Organometallics 1995, 14, 4505. (m) Jacoby, D., Isoz, S.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C Organometallics 1995, 14, 4816.
11. For references to metal complexation by meso-octaalkylporphyrinogen, see: (a) Jacoby, D., Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. J. Chem. Soc., Chem. Commun. 1991, 220. (b) Jacoby, D ; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J Chem. Soc., Chem. Commun. 1991, 790. (c) Jubb, J.; Jacoby, D.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Inorg. Chem. 1992, 31, 1306 (d) Jacoby, D.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. J. Am Chem. Soc. 1993, 115, 3595. (e) Jacoby, D.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. J. Am. Chem. Soc. 1993, 115, 7025. (f) Rosa, A.; Ricciardi, G.; Rosi, M.; Sgamellotti, A.; Floriani, C. J. Chem. Soc., Dalton Trans. 1993, 3759 (g) De Angelis, S ; Solari, E.; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J. Chem. Soc., Dalton Trans 1994, 2467. (h) Jacoby, D.; Isoz, S.; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J. Am. Chem. Soc 1995, 117, 2793. (i) Jacoby, D.; Isoz, S., Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J. Am Chem Soc. 1995, 117, 2805. (j) Floriani, C. In Stereoselective Reactions of Metal-Activated Molecules: Werner, H. Sundermeyer, J., Eds.; Vieweg: Wiesbaden, Germany, 1995: p 97. (k) De Angelis, S.; Solari, E.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Angew. Chem., Int. Ed. Engl. 1995, 34, 1092. (l) De Angelis, S.; Solari, E.; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. Organometallics 1995, 14, 4505. (m) Jacoby, D., Isoz, S.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C Organometallics 1995, 14, 4816.
12. For references to metal complexation by meso-octaalkylporphyrinogen, see: (a) Jacoby, D., Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. J. Chem. Soc., Chem. Commun. 1991, 220. (b) Jacoby, D ; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J Chem. Soc., Chem. Commun. 1991, 790. (c) Jubb, J.; Jacoby, D.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Inorg. Chem. 1992, 31, 1306 (d) Jacoby, D.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. J. Am Chem. Soc. 1993, 115, 3595. (e) Jacoby, D.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. J. Am. Chem. Soc. 1993, 115, 7025. (f) Rosa, A.; Ricciardi, G.; Rosi, M.; Sgamellotti, A.; Floriani, C. J. Chem. Soc., Dalton Trans. 1993, 3759 (g) De Angelis, S ; Solari, E.; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J. Chem. Soc., Dalton Trans 1994, 2467. (h) Jacoby, D.; Isoz, S.; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J. Am. Chem. Soc 1995, 117, 2793. (i) Jacoby, D.; Isoz, S., Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J. Am Chem Soc. 1995, 117, 2805. (j) Floriani, C. In Stereoselective Reactions of Metal-Activated Molecules: Werner, H. Sundermeyer, J., Eds.; Vieweg: Wiesbaden, Germany, 1995: p 97. (k) De Angelis, S.; Solari, E.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Angew. Chem., Int. Ed. Engl. 1995, 34, 1092. (l) De Angelis, S.; Solari, E.; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. Organometallics 1995, 14, 4505. (m) Jacoby, D., Isoz, S.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C Organometallics 1995, 14, 4816.
13. For references to metal complexation by meso-octaalkylporphyrinogen, see: (a) Jacoby, D., Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. J. Chem. Soc., Chem. Commun. 1991, 220. (b) Jacoby, D ; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J Chem. Soc., Chem. Commun. 1991, 790. (c) Jubb, J.; Jacoby, D.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Inorg. Chem. 1992, 31, 1306 (d) Jacoby, D.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. J. Am Chem. Soc. 1993, 115, 3595. (e) Jacoby, D.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. J. Am. Chem. Soc. 1993, 115, 7025. (f) Rosa, A.; Ricciardi, G.; Rosi, M.; Sgamellotti, A.; Floriani, C. J. Chem. Soc., Dalton Trans. 1993, 3759 (g) De Angelis, S ; Solari, E.; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J. Chem. Soc., Dalton Trans 1994, 2467. (h) Jacoby, D.; Isoz, S.; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J. Am. Chem. Soc 1995, 117, 2793. (i) Jacoby, D.; Isoz, S., Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J. Am Chem Soc. 1995, 117, 2805. (j) Floriani, C. In Stereoselective Reactions of Metal-Activated Molecules: Werner, H. Sundermeyer, J., Eds.; Vieweg: Wiesbaden, Germany, 1995: p 97. (k) De Angelis, S.; Solari, E.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Angew. Chem., Int. Ed. Engl. 1995, 34, 1092. (l) De Angelis, S.; Solari, E.; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. Organometallics 1995, 14, 4505. (m) Jacoby, D., Isoz, S.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C Organometallics 1995, 14, 4816.
14. For references to metal complexation by meso-octaalkylporphyrinogen, see: (a) Jacoby, D., Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. J. Chem. Soc., Chem. Commun. 1991, 220. (b) Jacoby, D ; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J Chem. Soc., Chem. Commun. 1991, 790. (c) Jubb, J.; Jacoby, D.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Inorg. Chem. 1992, 31, 1306 (d) Jacoby, D.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. J. Am Chem. Soc. 1993, 115, 3595. (e) Jacoby, D.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. J. Am. Chem. Soc. 1993, 115, 7025. (f) Rosa, A.; Ricciardi, G.; Rosi, M.; Sgamellotti, A.; Floriani, C. J. Chem. Soc., Dalton Trans. 1993, 3759 (g) De Angelis, S ; Solari, E.; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J. Chem. Soc., Dalton Trans 1994, 2467. (h) Jacoby, D.; Isoz, S.; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J. Am. Chem. Soc 1995, 117, 2793. (i) Jacoby, D.; Isoz, S., Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J. Am Chem Soc. 1995, 117, 2805. (j) Floriani, C. In Stereoselective Reactions of Metal-Activated Molecules: Werner, H. Sundermeyer, J., Eds.; Vieweg: Wiesbaden, Germany, 1995: p 97. (k) De Angelis, S.; Solari, E.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Angew. Chem., Int. Ed. Engl. 1995, 34, 1092. (l) De Angelis, S.; Solari, E.; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. Organometallics 1995, 14, 4505. (m) Jacoby, D., Isoz, S.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C Organometallics 1995, 14, 4816.
15. For references to metal complexation by meso-octaalkylporphyrinogen, see: (a) Jacoby, D., Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. J. Chem. Soc., Chem. Commun. 1991, 220. (b) Jacoby, D ; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J Chem. Soc., Chem. Commun. 1991, 790. (c) Jubb, J.; Jacoby, D.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Inorg. Chem. 1992, 31, 1306 (d) Jacoby, D.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. J. Am Chem. Soc. 1993, 115, 3595. (e) Jacoby, D.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. J. Am. Chem. Soc. 1993, 115, 7025. (f) Rosa, A.; Ricciardi, G.; Rosi, M.; Sgamellotti, A.; Floriani, C. J. Chem. Soc., Dalton Trans. 1993, 3759 (g) De Angelis, S ; Solari, E.; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J. Chem. Soc., Dalton Trans 1994, 2467. (h) Jacoby, D.; Isoz, S.; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J. Am. Chem. Soc 1995, 117, 2793. (i) Jacoby, D.; Isoz, S., Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J. Am Chem Soc. 1995, 117, 2805. (j) Floriani, C. In Stereoselective Reactions of Metal-Activated Molecules: Werner, H. Sundermeyer, J., Eds.; Vieweg: Wiesbaden, Germany, 1995: p 97. (k) De Angelis, S.; Solari, E.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Angew. Chem., Int. Ed. Engl. 1995, 34, 1092. (l) De Angelis, S.; Solari, E.; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. Organometallics 1995, 14, 4505. (m) Jacoby, D., Isoz, S.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C Organometallics 1995, 14, 4816.
16. For references to metal complexation by meso-octaalkylporphyrinogen, see: (a) Jacoby, D., Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. J. Chem. Soc., Chem. Commun. 1991, 220. (b) Jacoby, D ; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J Chem. Soc., Chem. Commun. 1991, 790. (c) Jubb, J.; Jacoby, D.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Inorg. Chem. 1992, 31, 1306 (d) Jacoby, D.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. J. Am Chem. Soc. 1993, 115, 3595. (e) Jacoby, D.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. J. Am. Chem. Soc. 1993, 115, 7025. (f) Rosa, A.; Ricciardi, G.; Rosi, M.; Sgamellotti, A.; Floriani, C. J. Chem. Soc., Dalton Trans. 1993, 3759 (g) De Angelis, S ; Solari, E.; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J. Chem. Soc., Dalton Trans 1994, 2467. (h) Jacoby, D.; Isoz, S.; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J. Am. Chem. Soc 1995, 117, 2793. (i) Jacoby, D.; Isoz, S., Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J. Am Chem Soc. 1995, 117, 2805. (j) Floriani, C. In Stereoselective Reactions of Metal-Activated Molecules: Werner, H. Sundermeyer, J., Eds.; Vieweg: Wiesbaden, Germany, 1995: p 97. (k) De Angelis, S.; Solari, E.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Angew. Chem., Int. Ed. Engl. 1995, 34, 1092. (l) De Angelis, S.; Solari, E.; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. Organometallics 1995, 14, 4505. (m) Jacoby, D., Isoz, S.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C Organometallics 1995, 14, 4816.
17. For references to metal complexation by meso-octaalkylporphyrinogen, see: (a) Jacoby, D., Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. J. Chem. Soc., Chem. Commun. 1991, 220. (b) Jacoby, D ; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J Chem. Soc., Chem. Commun. 1991, 790. (c) Jubb, J.; Jacoby, D.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Inorg. Chem. 1992, 31, 1306 (d) Jacoby, D.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. J. Am Chem. Soc. 1993, 115, 3595. (e) Jacoby, D.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. J. Am. Chem. Soc. 1993, 115, 7025. (f) Rosa, A.; Ricciardi, G.; Rosi, M.; Sgamellotti, A.; Floriani, C. J. Chem. Soc., Dalton Trans. 1993, 3759 (g) De Angelis, S ; Solari, E.; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J. Chem. Soc., Dalton Trans 1994, 2467. (h) Jacoby, D.; Isoz, S.; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J. Am. Chem. Soc 1995, 117, 2793. (i) Jacoby, D.; Isoz, S., Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J. Am Chem Soc. 1995, 117, 2805. (j) Floriani, C. In Stereoselective Reactions of Metal-Activated Molecules: Werner, H. Sundermeyer, J., Eds.; Vieweg: Wiesbaden, Germany, 1995: p 97. (k) De Angelis, S.; Solari, E.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Angew. Chem., Int. Ed. Engl. 1995, 34, 1092. (l) De Angelis, S.; Solari, E.; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. Organometallics 1995, 14, 4505. (m) Jacoby, D., Isoz, S.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C Organometallics 1995, 14, 4816.
18. For references to metal complexation by meso-octaalkylporphyrinogen, see: (a) Jacoby, D., Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. J. Chem. Soc., Chem. Commun. 1991, 220. (b) Jacoby, D ; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J Chem. Soc., Chem. Commun. 1991, 790. (c) Jubb, J.; Jacoby, D.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Inorg. Chem. 1992, 31, 1306 (d) Jacoby, D.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. J. Am Chem. Soc. 1993, 115, 3595. (e) Jacoby, D.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. J. Am. Chem. Soc. 1993, 115, 7025. (f) Rosa, A.; Ricciardi, G.; Rosi, M.; Sgamellotti, A.; Floriani, C. J. Chem. Soc., Dalton Trans. 1993, 3759 (g) De Angelis, S ; Solari, E.; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J. Chem. Soc., Dalton Trans 1994, 2467. (h) Jacoby, D.; Isoz, S.; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J. Am. Chem. Soc 1995, 117, 2793. (i) Jacoby, D.; Isoz, S., Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J. Am Chem Soc. 1995, 117, 2805. (j) Floriani, C. In Stereoselective Reactions of Metal-Activated Molecules: Werner, H. Sundermeyer, J., Eds.; Vieweg: Wiesbaden, Germany, 1995: p 97. (k) De Angelis, S.; Solari, E.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Angew. Chem., Int. Ed. Engl. 1995, 34, 1092. (l) De Angelis, S.; Solari, E.; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. Organometallics 1995, 14, 4505. (m) Jacoby, D., Isoz, S.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C Organometallics 1995, 14, 4816.
19. For references to metal complexation by meso-octaalkylporphyrinogen, see: (a) Jacoby, D., Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. J. Chem. Soc., Chem. Commun. 1991, 220. (b) Jacoby, D ; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J Chem. Soc., Chem. Commun. 1991, 790. (c) Jubb, J.; Jacoby, D.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Inorg. Chem. 1992, 31, 1306 (d) Jacoby, D.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. J. Am Chem. Soc. 1993, 115, 3595. (e) Jacoby, D.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. J. Am. Chem. Soc. 1993, 115, 7025. (f) Rosa, A.; Ricciardi, G.; Rosi, M.; Sgamellotti, A.; Floriani, C. J. Chem. Soc., Dalton Trans. 1993, 3759 (g) De Angelis, S ; Solari, E.; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J. Chem. Soc., Dalton Trans 1994, 2467. (h) Jacoby, D.; Isoz, S.; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J. Am. Chem. Soc 1995, 117, 2793. (i) Jacoby, D.; Isoz, S., Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J. Am Chem Soc. 1995, 117, 2805. (j) Floriani, C. In Stereoselective Reactions of Metal-Activated Molecules: Werner, H. Sundermeyer, J., Eds.; Vieweg: Wiesbaden, Germany, 1995: p 97. (k) De Angelis, S.; Solari, E.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Angew. Chem., Int. Ed. Engl. 1995, 34, 1092. (l) De Angelis, S.; Solari, E.; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. Organometallics 1995, 14, 4505. (m) Jacoby, D., Isoz, S.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C Organometallics 1995, 14, 4816.
20. For references to metal complexation by meso-octaalkylporphyrinogen, see: (a) Jacoby, D., Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. J. Chem. Soc., Chem. Commun. 1991, 220. (b) Jacoby, D ; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J Chem. Soc., Chem. Commun. 1991, 790. (c) Jubb, J.; Jacoby, D.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Inorg. Chem. 1992, 31, 1306 (d) Jacoby, D.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. J. Am Chem. Soc. 1993, 115, 3595. (e) Jacoby, D.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. J. Am. Chem. Soc. 1993, 115, 7025. (f) Rosa, A.; Ricciardi, G.; Rosi, M.; Sgamellotti, A.; Floriani, C. J. Chem. Soc., Dalton Trans. 1993, 3759 (g) De Angelis, S ; Solari, E.; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J. Chem. Soc., Dalton Trans 1994, 2467. (h) Jacoby, D.; Isoz, S.; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J. Am. Chem. Soc 1995, 117, 2793. (i) Jacoby, D.; Isoz, S., Floriani, C., Chiesi-Villa, A.; Rizzoli, C. J. Am Chem Soc. 1995, 117, 2805. (j) Floriani, C. In Stereoselective Reactions of Metal-Activated Molecules: Werner, H. Sundermeyer, J., Eds.; Vieweg: Wiesbaden, Germany, 1995: p 97. (k) De Angelis, S.; Solari, E.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Angew. Chem., Int. Ed. Engl. 1995, 34, 1092. (l) De Angelis, S.; Solari, E.; Floriani, C., Chiesi-Villa, A.; Rizzoli, C. Organometallics 1995, 14, 4505. (m) Jacoby, D., Isoz, S.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C Organometallics 1995, 14, 4816.
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