Density-functional theory study of the stereochemistry of chloroiron(111) and chloromanganese(111) complexes of a bridled chiroporphyrin

Inorganic Chemistry

Volumn 48, Issue 12, 2009, Pages 5164-5176

  Daku, Latevi Max Lawson ^a   Castaings, Anna ^b   Marchon, Jean Claude ^b  

^a UNIVERSITY OF GENEVA   (Switzerland)

^b CEA GRENOBLE   (France)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 67149126892     PISSN: 00201669     EISSN: None     Source Type: Journal    
DOI: 10.1021/ic900031c     Document Type: Article

References (61)

1. Oazeau. b.; Fécaut, J.; Marchon, J.-C Chem. Commun. 2001, 1644-1645.
2. Gazeau, S.; Pécaut, J.; Haddad, R.; Shelnutt, J. A.; Marchon, J.-C. Eur. J. Inorg. Client. 2002, 2956-2960.
3. Eliel, E. L.; Wilen, S. H.; Mander, L. N. Stereochemistry of Organic Compounds; John Wiley & Sons: New York, 1994,
4. 3 "Conformer (conformational isomer): One of a set of stercoisomers that differ in conformation, that is, in torsion angle or angles, Only structures corresponding to potential energy minima (local or global) qualify." "Atro-pisomers: Stereoisomers resulting from restrícted rotatìon about single bonds where the rotational barrier is high enough to permìt ísolatìon of the isomeric species." The αααα and αβαβ stereoisomers are atropisomers. But, for convenience, we indifferently employ the terms conformers and atropisomers, thus implying high rotational barriers.
5. Maheut, G.; Castaings, A.; Pécaut, J.; Lawson Daku, L. M.; Pescitelli, G.; Di Bari, L.; Marchon, J.-C. J. Am. them. Soc. 2006, 128, 6347-6356.
6. A. Castaings, thèse de doctoral de I'université Joseph Fourier, Grenoble (chapters V-VII). http://tel.archives-ouvertes.fr/tel- 00129098 (accessed March 12, 2009).
7. Cramer, C. J.; Truhlar, D. G. Chem. Rev. 1999, 99, 2161-2200.
8. Dong, F.; Wasoner, J. A.; Baker, N. A. Phys. Chem. Chem. Phys. 2008, 10, 4889-4902."
9. Chen, J.; Brooks, C. L. III; Khandogin, J. Curr. Opin. Chem. Biol. 2008, 18, 140-148.
10. Implicit solvation models allow the calculations of solvation free energies at reasonable computational costs. They also allow one to distinguish between the contributions arising from the electronic and structural relaxations of the considered system upon solvation and those arising from the solute - solvent interactions. Actually, when using an implicit solvation model for studying metalloporphyrins, attention must be paid to the fact that the transition metal cation may exhibit a noticeable affinity for the solvent molecules. In such a case, the chemical identity of the considered system actually changes due to the presence of a more or less pronounced axial coordination by the solvent molecules. These solvent molecules should then be explicitly taken into account, as their presence alters the ligand field around the metal, for instance. For the BCP complexes, this is likely to affect their stereochemistry.
11. Hohenberg, P.; Kohn, W. Phvs. Rev. 1964, 136, B864-B871.
12. Kohn, W.; Sham, L. J. Phvs. Rev. 1965, 140, A1133-A1138.
13. Gunnarsson, O.; Lundqvist, B. I. Phvs. Rev. B 1976, 75, 4274-4298.
14. Gunnarsson, O.; Lundqvist, B. I. Phvs. Rev. B 1977, 15, 6006.
15. Schcidt, W. R.; Reed, C. A. Chem. Rev. 1981, 81, 543-555.
16. Mazzanti, M.; Marchon, J.-C.;Wojaczyński, J.; WoJowiec, S.; Latos-Grazyński, L.; Shang, M.; Scheidt, W. R. Inorg. Chem. 1998, 37, 2476-2481.
17. Scheidt, W. R. In The Porphyrin Handbook: Kadish, K. M., Smith, K. M., Guilard, R., Eds.; Academic Press: San Diego. 2000: Vol. 3.
18. Perdew, J. P.; Burke, K.; Ernzerhof, M. Phvs. Rev. Lett. 1996, 77, 3865-3868.
19. Perdew, J. P.; Burke, K.; Ernzerhof, M. Phys. Rev. Lett. 1997, 78, 1396.
20. Smith, D. M. A.; Dupuis, M.; Straatsma, T. P. Mot. Phys. 2005, 705, 273-278.
21. Liao, M.-S.; Watts, J. D.; Huang, M.-J. J. Phvs. Chem. A 2007, 111, 5927-5935.
22. Ghosh, A.; Taylor, P. R. Curt: Qpin. Chem. Biol. 2003, 7, 113-124.
23. Paulsen, H.; Duelund, L.; Winkter, H.; Toftlund, H.; Trautwein, A. X. Inorg. Chem. 2001, 40, 2201-2204.
24. Reihcr, M.; Salomon, O.; Hess, B. A. Theor. Chem. Ace. 2001, 107, 48-55.
25. Salomon, O.; Reiher, M.; Hess, B. A. J. Chem. Phvs. 2002, 777, 4729-737.
26. Poli, R.; Harvey, J. N. Chem. Soc. Rev. 2003, 32, 1-8.
27. Swart, M.; Groenhof, A. R.; Ehlcrs, A. W.; Lammertsma, K. J. Phvs. Chem. A 2004, 108, 5479-5483.
28. Paulsen, H.; Trautwein, A. X. Top. Curr. Chem. 2004, 235, 197-219.
29. Deeth, R. J.; Fey, N. J. Comput. Chem. 2004, 25, 1840-1848.
30. Fouqueau, A.; Mer, S.; Casida, M. E.; Lawson Daku, L. M.; Hauser, A.; Mineva, T. J. Chem. Phys. 2004, 120, 9473-9486.
31. Fouqueau, A.; Casida, M. E.; Lawson Daku, L. M.; Hauser, A.; Neese, F. J. Cem. Phys. 2005, 122, 044110.
32. Lawson Daku, L. M.; Vargas, A.; Hauser, A.; Fouqueau, A.; Casida, M. E. ChemPhysChem 2005, 6, 1393-1410.
33. Ganzenmüller. G.; Berkaïne. N.; Fouqueau, A.; Casida, M. E.; Reiher, M. J. Chem. Phys. 2005, 122, 234321.
34. Vargas, A.; Zerara, M.; Krausz, E.; Hauser, A.; Lawson Daku, L. M. J. Chem. Theory Comput. 2006, 2, 1342-1359.
35. PierToot, K.; Vancoillic, S. J. Chem. Phys. 2006, 125, 124303.
36. Zein, S.; Borshch, S. A.; Fleurat-Lessard, P.; Casida, M. E. Chcrmctte, H. J. Chem. Phys. 2007, 126, 014105.
37. KrivokapìC., I.; Zerara, M.; Lawson Daku, M.; Vargas, A. Enachescu, C.; Ambrus, C.; Tregenna-Piggott, P.; Amstutz, N.; Krausz, E.; Hauser, A. Coord. Chem. Rev. 2007, 257, 364-378.
38. Scherlis, D. A.; Cococcioni, M.; Sit, P.; Marzari, N. J. Phvs. Chem. B 2007, 111, 7384-7391.
39. Pierloot, K.; Vancoillie, S. J. Chem. Phys. 2008, 725, 034104.
40. Jensen, K. P.; Roos, B. O.; Ryde, U. J. Chem. Phvs. 2007, 726, 014103.
41. Reiher, M. Inorg. Chem. 2002, 41, 6928-6935.
42. Schenk, G.; Pau, M. Y. M.; Solomon, E. I. J. Am. Chem. Soc. 2004, 726, 505-515.
43. Furch C., F.; Perdew, J. P. J. Chem. Phys. 2006, 724, 044103.
44. Jensen, K. P. Inorg. Chem. 2008, 47, 10357-10365.
45. Neese, F. J. Biol. Inorg. Chem. 2006, 77, 702-711.
46. Hammer, B.; Hanscn, L.B.; Nrskov, J. K. Phvs. Rev. B 1999, 59, 7413-7421.
47. Simonato, J.-P.; Pécaut, J.; Scheidt, W. R.; Marchon, J.-C. Chem. Commun. 1999, 989-990.
48. Amsterdam Density Functional Program; Theoretical Chemistry, Vrije Universiteit: Amsterdam, The Netherlands. http://www.scm.com (accessed Nov. 2, 2008).
49. te Velde, G.; Bickelhaupt, F. M.; Baerends, E. J.; Fonseca Guerra, C: van Gisbersen, S. J. A.; Snijders, J. G.; Ziegler, T. J. Comput. Chem. 2001, 22, 931-967.
50. Jentzen, W.; Turowska-Tyrk, I.; Scheidt, W. R.; Shelnutt, J. A. Inorg. Chem. 1996, 35, 3559-3567.
51. Song, Y.; Haddad, R. E.; Jia, S.-L.; Hok, S.; Olmstead, M. M.; Nurco, D. J.; Schore, N. E.; Zhang, J.; Ma, J.-G.; Smith, K. M.; Gazeau, S.; Pécaut, J.; Marchon, J.-C: Medforth, C. J.; Shelnutt, J. A. J. Am. Chem. Soc. 2005, 127, 1179-1192.
52. Jentzen, W.; Song, X.-Z.; Shelnutt, J. A. J. Phvs. Chem. B 1997, 101, 1684-1699.
53. Shelnutt, J. A.; Song, X.-Z.; Ma, J.-G.; Jia, S.-L.; Jentzen, W.; Medforth, C. J. Chem. Soc. Rev. 1998, 27, 31-41.
54. Jentzen, W.; Ma, J.-G.; Shelnutt, J. A. Biophys. J. 1998, 74, 753-763.
55. Matveev, A.; Staufer, M.; Mayer, M.; Rösch, N. Int. J. Quantum Chem. 1999, 75, 863-873.
56. Milne, A.M.; Maslen, E.N. Acta Crystallogr. 1988, B44, 254-259.
57. Oshio, H.; Toriumi, K.; Maeda, Y.; Takashima, Y. Inorg. Chem. 1991, 50, 4252-4260.
58. Ugalde, J.; Dunietz, B.; Dreuw, A.; Head-Gordon, M.; Boyd, R. J. J. Phys. Chem. A 2004, 108, 4653-4657.
59. Mazzanti, M.; Marchon, J.-C.; Shang, M.; Scheidt, W. R.; Jia, S.; Shelnutt, J. A. J. Am. Chem. Soc. 1997, 119, 12400-12401.
60. Chanda™.; Popescu, D.-L.; de Oliveira, F. T.; Bominaar, E. L.; Ryabov, A. D.; Münck, E.; Collins, T. J. J. fnorg. Biochem. 2006, 100, 606-619.
61. Simonato, J.-P.; Pécaut, J.; Le Pape, L.; Oddou, J.-L.; Jeandey, C.; Shang, M.; Scheidt, W. R.; Wojaczyrński, J.; Wolwie C., S.; Latos-Grażynski, L.; Marchon, J.-C. Inorg. Chem. 2000, 39, 3978-3987.