Group-4 η1-pyrrolyl complexes incorporating N,N-di(pyrrolyl-α-methyl)-N-methylamine

Inorganic Chemistry

Volumn 41, Issue 24, 2002, Pages 6298-6306

  Li, Yahong ^a   Turnas, Angie ^a   Ciszewski, James T ^a   Odom, Aaron L ^a  

^a MICHIGAN STATE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

6 N [2 (3,5 DIMETHOXYPHENYL) 2 (2 METHYLPHENYL)ETHYL]ADENOSINE; AMIDE; DIMETHYLAMIDE; METHYLAMINE; N,N (DIPYRROLYL ALPHA METHYL) N METHYLAMINE; PYRROLE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL INTERACTION; CHEMICAL REACTION; CHEMICAL STRUCTURE; COMPLEX FORMATION; CYCLIC POTENTIOMETRY; ISOMER; NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; SYNTHESIS; TRANSAMINATION; X RAY DIFFRACTION;

EID: 0037011019     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic0259484     Document Type: Article

References (74)

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10. Because of the different electronic structure due to the extended π-system, we exclude porphyrin and its many derivatives from the term pyrrolyl. Related porphyrinogen ligands should be included in this category. Examples of group-4 porphyrinogen complexes: (a) Bonomo, L.; Toraman, G.; Solari, E.; Scopelliti, R.; Floriani, C. Organometallics 1999, 18, 5198-5200. (b) Benech, J. M.; Bonomo, L.; Solari, E.; Scopelliti, R.; Floriani, C. Angew. Chem., Int. Ed. 1999, 38, 1957-1959. (c) Cresenzi, R.; Solari, E.; Flofiani, C.; Re, N.; Chiesi-Villa, A.; Rizzoli, C. Organometallics 1999, 18, 606-618. (d) Floriani, C.; Solari, E.; Solari, G.; Chiesi-Villa, A.; Rizzoli, C. Angew. Chem., Int. Ed. 1998, 37, 2245-2248. (e) Solari, G.; Solari, E.; Lemercier, G.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Inorg. Chem. 1997, 12, 2691-2695. (f) Solari, G.; Solari, E.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Organometallics 1997, 16, 508-510. (g) Crescenzi, R.; Solari, E.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Organometallics 1996, 15, 5456-5458. (h) Solari, E.; Crescenzi, R.; Jocoby, D.; Floriani, C.; Cheisi-Villa, A.; Rizzoli, C. Organometallics 1996, 15, 2685-2687.
11. Because of the different electronic structure due to the extended π-system, we exclude porphyrin and its many derivatives from the term pyrrolyl. Related porphyrinogen ligands should be included in this category. Examples of group-4 porphyrinogen complexes: (a) Bonomo, L.; Toraman, G.; Solari, E.; Scopelliti, R.; Floriani, C. Organometallics 1999, 18, 5198-5200. (b) Benech, J. M.; Bonomo, L.; Solari, E.; Scopelliti, R.; Floriani, C. Angew. Chem., Int. Ed. 1999, 38, 1957-1959. (c) Cresenzi, R.; Solari, E.; Flofiani, C.; Re, N.; Chiesi-Villa, A.; Rizzoli, C. Organometallics 1999, 18, 606-618. (d) Floriani, C.; Solari, E.; Solari, G.; Chiesi-Villa, A.; Rizzoli, C. Angew. Chem., Int. Ed. 1998, 37, 2245-2248. (e) Solari, G.; Solari, E.; Lemercier, G.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Inorg. Chem. 1997, 12, 2691-2695. (f) Solari, G.; Solari, E.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Organometallics 1997, 16, 508-510. (g) Crescenzi, R.; Solari, E.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Organometallics 1996, 15, 5456-5458. (h) Solari, E.; Crescenzi, R.; Jocoby, D.; Floriani, C.; Cheisi-Villa, A.; Rizzoli, C. Organometallics 1996, 15, 2685-2687.
12. Because of the different electronic structure due to the extended π-system, we exclude porphyrin and its many derivatives from the term pyrrolyl. Related porphyrinogen ligands should be included in this category. Examples of group-4 porphyrinogen complexes: (a) Bonomo, L.; Toraman, G.; Solari, E.; Scopelliti, R.; Floriani, C. Organometallics 1999, 18, 5198-5200. (b) Benech, J. M.; Bonomo, L.; Solari, E.; Scopelliti, R.; Floriani, C. Angew. Chem., Int. Ed. 1999, 38, 1957-1959. (c) Cresenzi, R.; Solari, E.; Flofiani, C.; Re, N.; Chiesi-Villa, A.; Rizzoli, C. Organometallics 1999, 18, 606-618. (d) Floriani, C.; Solari, E.; Solari, G.; Chiesi-Villa, A.; Rizzoli, C. Angew. Chem., Int. Ed. 1998, 37, 2245-2248. (e) Solari, G.; Solari, E.; Lemercier, G.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Inorg. Chem. 1997, 12, 2691-2695. (f) Solari, G.; Solari, E.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Organometallics 1997, 16, 508-510. (g) Crescenzi, R.; Solari, E.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Organometallics 1996, 15, 5456-5458. (h) Solari, E.; Crescenzi, R.; Jocoby, D.; Floriani, C.; Cheisi-Villa, A.; Rizzoli, C. Organometallics 1996, 15, 2685-2687.
13. Because of the different electronic structure due to the extended π-system, we exclude porphyrin and its many derivatives from the term pyrrolyl. Related porphyrinogen ligands should be included in this category. Examples of group-4 porphyrinogen complexes: (a) Bonomo, L.; Toraman, G.; Solari, E.; Scopelliti, R.; Floriani, C. Organometallics 1999, 18, 5198-5200. (b) Benech, J. M.; Bonomo, L.; Solari, E.; Scopelliti, R.; Floriani, C. Angew. Chem., Int. Ed. 1999, 38, 1957-1959. (c) Cresenzi, R.; Solari, E.; Flofiani, C.; Re, N.; Chiesi-Villa, A.; Rizzoli, C. Organometallics 1999, 18, 606-618. (d) Floriani, C.; Solari, E.; Solari, G.; Chiesi-Villa, A.; Rizzoli, C. Angew. Chem., Int. Ed. 1998, 37, 2245-2248. (e) Solari, G.; Solari, E.; Lemercier, G.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Inorg. Chem. 1997, 12, 2691-2695. (f) Solari, G.; Solari, E.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Organometallics 1997, 16, 508-510. (g) Crescenzi, R.; Solari, E.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Organometallics 1996, 15, 5456-5458. (h) Solari, E.; Crescenzi, R.; Jocoby, D.; Floriani, C.; Cheisi-Villa, A.; Rizzoli, C. Organometallics 1996, 15, 2685-2687.
14. Because of the different electronic structure due to the extended π-system, we exclude porphyrin and its many derivatives from the term pyrrolyl. Related porphyrinogen ligands should be included in this category. Examples of group-4 porphyrinogen complexes: (a) Bonomo, L.; Toraman, G.; Solari, E.; Scopelliti, R.; Floriani, C. Organometallics 1999, 18, 5198-5200. (b) Benech, J. M.; Bonomo, L.; Solari, E.; Scopelliti, R.; Floriani, C. Angew. Chem., Int. Ed. 1999, 38, 1957-1959. (c) Cresenzi, R.; Solari, E.; Flofiani, C.; Re, N.; Chiesi-Villa, A.; Rizzoli, C. Organometallics 1999, 18, 606-618. (d) Floriani, C.; Solari, E.; Solari, G.; Chiesi-Villa, A.; Rizzoli, C. Angew. Chem., Int. Ed. 1998, 37, 2245-2248. (e) Solari, G.; Solari, E.; Lemercier, G.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Inorg. Chem. 1997, 12, 2691-2695. (f) Solari, G.; Solari, E.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Organometallics 1997, 16, 508-510. (g) Crescenzi, R.; Solari, E.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Organometallics 1996, 15, 5456-5458. (h) Solari, E.; Crescenzi, R.; Jocoby, D.; Floriani, C.; Cheisi-Villa, A.; Rizzoli, C. Organometallics 1996, 15, 2685-2687.
15. Because of the different electronic structure due to the extended π-system, we exclude porphyrin and its many derivatives from the term pyrrolyl. Related porphyrinogen ligands should be included in this category. Examples of group-4 porphyrinogen complexes: (a) Bonomo, L.; Toraman, G.; Solari, E.; Scopelliti, R.; Floriani, C. Organometallics 1999, 18, 5198-5200. (b) Benech, J. M.; Bonomo, L.; Solari, E.; Scopelliti, R.; Floriani, C. Angew. Chem., Int. Ed. 1999, 38, 1957-1959. (c) Cresenzi, R.; Solari, E.; Flofiani, C.; Re, N.; Chiesi-Villa, A.; Rizzoli, C. Organometallics 1999, 18, 606-618. (d) Floriani, C.; Solari, E.; Solari, G.; Chiesi-Villa, A.; Rizzoli, C. Angew. Chem., Int. Ed. 1998, 37, 2245-2248. (e) Solari, G.; Solari, E.; Lemercier, G.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Inorg. Chem. 1997, 12, 2691-2695. (f) Solari, G.; Solari, E.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Organometallics 1997, 16, 508-510. (g) Crescenzi, R.; Solari, E.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Organometallics 1996, 15, 5456-5458. (h) Solari, E.; Crescenzi, R.; Jocoby, D.; Floriani, C.; Cheisi-Villa, A.; Rizzoli, C. Organometallics 1996, 15, 2685-2687.
16. Because of the different electronic structure due to the extended π-system, we exclude porphyrin and its many derivatives from the term pyrrolyl. Related porphyrinogen ligands should be included in this category. Examples of group-4 porphyrinogen complexes: (a) Bonomo, L.; Toraman, G.; Solari, E.; Scopelliti, R.; Floriani, C. Organometallics 1999, 18, 5198-5200. (b) Benech, J. M.; Bonomo, L.; Solari, E.; Scopelliti, R.; Floriani, C. Angew. Chem., Int. Ed. 1999, 38, 1957-1959. (c) Cresenzi, R.; Solari, E.; Flofiani, C.; Re, N.; Chiesi-Villa, A.; Rizzoli, C. Organometallics 1999, 18, 606-618. (d) Floriani, C.; Solari, E.; Solari, G.; Chiesi-Villa, A.; Rizzoli, C. Angew. Chem., Int. Ed. 1998, 37, 2245-2248. (e) Solari, G.; Solari, E.; Lemercier, G.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Inorg. Chem. 1997, 12, 2691-2695. (f) Solari, G.; Solari, E.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Organometallics 1997, 16, 508-510. (g) Crescenzi, R.; Solari, E.; Floriani, C.; Chiesi-Villa, A.; Rizzoli, C. Organometallics 1996, 15, 5456-5458. (h) Solari, E.; Crescenzi, R.; Jocoby, D.; Floriani, C.; Cheisi-Villa, A.; Rizzoli, C. Organometallics 1996, 15, 2685-2687.
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59. 2 complexes presented. For some seminal papers see: (a) Spiesecke, H.; Schneider, W. G. J. Chem. Phys. 1961, 35, 722-730. (b) Cavanaugh, J. R.; Dailey, B. P. J. Chem. Phys. 1961, 34, 1099-1107.
60. 2(dpma) where M = Cr, Mo, and W. The resonances for the pyrrolyl nitrogens only vary over a 6 ppm range in contrast to the ∼50 ppm range for the bis(dpma) complexes discussed in this study. Ciszewski, J. T.; Odom, A. L. Manuscript in preparation.
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62. (b) Odom, A. L.; Cummins, C. C. Polyhedron 1998, 5-6, 675-688.
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64. 2. Reference b using ligand repulsive energies places these ligands in the order 1. iso-propyl, and trimethylsilylmethyl with values of 4.0, 45, and 52 kcal/mol, respectively.
65. 2. Reference b using ligand repulsive energies places these ligands in the order 1. iso-propyl, and trimethylsilylmethyl with values of 4.0, 45, and 52 kcal/mol, respectively.
66. 3 with amides is a now common synthetic technique for amido to halide exchange. For example: (a) Schrock, R. R.; Baumann, R.; Reid, S. M.; Goodman, J. T.; Stumpf. R.; Davis, W. M. Organometallics 1999. 18. 3649-3670. (b) Arney, D. J.; Bruck, M. A.; Huber, S. R.; Wigley, D. E. Inorg. Chem. 1992, 31. 3749-3755.
67. 3 with amides is a now common synthetic technique for amido to halide exchange. For example: (a) Schrock, R. R.; Baumann, R.; Reid, S. M.; Goodman, J. T.; Stumpf. R.; Davis, W. M. Organometallics 1999. 18. 3649-3670. (b) Arney, D. J.; Bruck, M. A.; Huber, S. R.; Wigley, D. E. Inorg. Chem. 1992, 31. 3749-3755.
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