Impact of distortion of porphyrins on axial coordination in (porphyrinato)zinc(II) complexes with aminopyridines as axial ligands

European Journal of Inorganic Chemistry

Volumn , Issue 6, 2009, Pages 727-734

  Kojima, Takahiko ^a,c   Nakanishi, Tatsuaki ^a   Honda, Tatsuhiko ^a   Harada, Ryosuke ^a,d   Shiro, Motoo ^b   Fukuzumi, Shunichi ^a  

^a OSAKA UNIVERSITY   (Japan)

^b RIGAKU CORPORATION   (Japan)

^c UNIVERSITY OF TSUKUBA   (Japan)

^d KYUSHU UNIVERSITY   (Japan)

Author keywords

Coordination modes; Molecular distortion; N ligands; Porphyrinoids; Zinc

Indexed keywords

INDIUM COMPOUNDS; IONS; LIGANDS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PYRIDINE; SYNTHESIS (CHEMICAL); X RAY CRYSTALLOGRAPHY; ZINC COMPOUNDS;

4-AMINOPYRIDINE; AMINOPYRIDINES; AXIAL COORDINATION; AXIAL LIGAND; COORDINATION MODES; MOLECULAR DISTORTIONS; N LIGANDS; N-LIGANDS; PORPHYRINOIDS; ZINC;

PORPHYRINS;

EID: 60149098118     PISSN: 14341948     EISSN: 10990682     Source Type: Journal    
DOI: 10.1002/ejic.200801040     Document Type: Article

References (42)

1. J. A. Shelnutt, X.-Z. Song, J.-G. Ma, S.-L. Jia, W. Jensen, C. J. Medforth, Chem. Soc. Rev. 1998, 27, 31-41.
2. R. Harada, Y. Matsuda, H. Okawa, R. Matsumoto, S. Yamauchi, T. Kojima, Inorg. Chim. Acta 2005, 358, 2489-2500.
3. K. M. Barkigia, L. Chantranupong, K. M. Smith, J. Fajer, J. Am. Chem. Soc. 1988, 110, 7566-7567.
4. II salts as Lewis acid catalysts: a) M. T. Reetz, Angew. Chem. Int. Ed. Engl. 1982, 21, 96-108;
5. b) A. Wang, H. Jiang, J. Am. Chem. Soc. 2008, 130, 5030-5031;
6. c) Y. Li, H. Zou, J. Gong, J. Xiang, T. Luo, J. Quan, G. Wang, Z. Yang, Org. Lett. 2007, 9, 4057-4060;
7. d) Y. Motoyama, H. Nishiyama, in Lewis Acids in Organic Synthesis (Ed.: H. Yamamoto), Wiley-VCH, Weinheim, 2000, pp. 59-88.
8. II salts, see: a) S. Fukuzumi, K. Ohkubo, Chem. Eur. J. 2000, 6, 4532-4535;
9. b) H. Ohtsu, S. Fukuzumi, Chem. Lett. 2001, 920-921;
10. c) S. Fukuzumi, K. Ohkubo, J. Am. Chem. Soc. 2002, 124, 10270-10271;
11. d) K. Ohkubo, S. C. Menon, A. Orita, J. Otera, S. Fukuzumi, J. Org. Chem. 2003, 68, 4720-4726.
12. Zn-containing enzymes: S. J. Lippard, J. M. Berg, Principles of Bioinorganic Chemistry, University Science Books, Mill Valley, 1994, pp. 257-281.
13. a) D. M. Collins, J. L. Hoard, J. Am. Chem. Soc. 1970, 92, 3761-3771;
14. b) M. L. Bobrik, F. A. Walker, Inorg. Chem. 1980, 19, 3383-3390;
15. c) D. L. Cullen, E. F. Meyer Jr, Acta Crystallogr., Sect. B 1976, 32, 2259-2269;
16. K. Hatano, K. Kawasaki, S. Munakata, Y. Iitaka, Bull. Chem. Soc. Jpn. 1987, 60, 1985-1992;
17. B. Cheng, W. R. Scheidt, Inorg. Chim. Acta 1995, 237, 5-11;
18. d) Y. Deng, C. K. Chang, D. G. Nocera, Angew. Chem. Int. Ed. 2000, 39, 1066-1068.
19. J. E. Huheey. E. A. Keiter, R. L. Keiter Inorganic Chemistry, 4th ed., Harper Collins College Publishers, New York, 1993, pp. 547-550.
20. a) I. Bouamaied, T. Coskun, E. Stulz, Struct. Bonding (Berlin) 2006, 121, 1-47;
21. b) Y. Kobuke, Struct. Bonding (Berlin) 2006, 121, 49-104;
22. c) S. Anderson, H. L. Anderson, J. K. M. Sanders, Acc. Chem. Res. 1993, 26, 469-475.
23. a) C. A. Hunter, L. D. Sarson, Angew. Chem. Int. Ed. Engl. 1994, 33, 2313-2316;
24. b) R. T. Stibrany, J. Vasudevan, S. Knapp, J. A. Potenza, T. Emge, H. J. Schugar, J. Am. Chem. Soc. 1996, 118, 3980-3981;
25. c) Y. Diskin-Posner, S. Dahal, I. Goldberg, Angew. Chem. Int. Ed. 2000, 39, 1288-1292;
26. d) A. Camara-Campos, C. A. Hunter, S. Thomas, Proc. Natl. Acad. Sci. USA 2006, 103, 3034-3038.
27. a) S. Fukuzumi, Bull. Chem. Soc. Jpn. 2006, 79, 177-195;
28. b) F. D'Souza, O. Ito, Coord. Chem. Rev. 2005, 205, 1410-1422 and references cited therein.
29. K. S. Chan, X. Zhou, B.-S. Luo, T. C. W. Mak, J. Chem. Soc., Chem. Commun. 1994, 271-272.
30. a) C. J. Medforth, M. O. Senge, K. M. Smith, L. D. Sparks, J. A. Shelnutt, J. Am. Chem. Soc. 1992, 114, 9859-9869;
31. b) C.-J. Liu, W.-Y. Yu, S.-M. Peng, T. C. W. Mak, C.-M. Che, J. Chem. Soc., Dalton Trans. 1998, 11, 1805-1812.
32. G. R. Desiraju, T. Steiner, The Weak Hydrogen Bond, Oxford University Press, New York, 1999, chapter 3.
33. Handbook of Chemistry and Physics, 82nd ed. (Ed.: D. R. Lide), CRC Press, Boca Raton, 2001, pp. 8-48.
34. T. Kojima, R. Harada, Acta Crystallogr., Sect. E 2004, 60, m1097-m1099.
35. R. Harada, Y. Matsuda, H. Okawa, R. Miyamoto, S. Yamaguchi, T. Kojima, Inorg. Chim. Acta 2005, 358, 2489-2500.
36. a) C. H. Kirksey, P. Hambright, C. B. Storm, Inorg. Chem. 1969, 8, 2141-2144;
37. b) C. H. Kirksey, P. Hambright, Inorg. Chem. 1970, 9, 958-960.
38. W. Jentzen, I. Turowska-Tyrk, W. R. Scheidt, J. A. Shelnutt, Inorg. Chem. 1996, 35, 3559-3567.
39. M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, J. A. Montgomery, J. T. Vreven, K. N. Kudin, J. C. Burant, J. M. Millam, S. S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G. A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J. E. Knox, H. P. Hratchian, J. B. Cross, C. Adamo, J. Jaramillo, R. Gomperts, R. E. Stratmann, O. Yazyev, A. J. Austin, R. Cammi, C. Pomelli, J. W. Ochterski, P. Y. Ayala, K. Morokuma, G. A. Voth, P. Salvador, J. J. Dannenberg, V. G. Zakrzewski, S. Dapprich, A. D. Daniels, M. C. Strain, O. Farkas, D. K. Malick, A. D. Rabuck, K. Raghavachari, J. B. Foresman, J. V. Ortiz, Q. Cui, A. G. Baboul, S. Clifford, J. Cioslowski, B. B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. L. Martin, D. J. Fox, T. Keith, M. A. Al-Laham, C. Y. Peng, A. Nanayakkara, M. Challacombe, P. M. W. Gill, B. Johnson, W. Chen, M. W. Wong, C. Gonzalez, J. A. Pople, Gaussian 03, Revision C.02, Gaussian, Inc., Wallingford, CT, 2004.
40. CrystalStructure 3.7.0, Crystal Structure Analysis Package, Rigaku and Rigaku/MSC, The Woodlands, TX 77381, USA, 2000-2005.
41. G. M. Sheldrick, SHELXL-97, Program Suite for the Solution and Refinement of Crystal Structures from Diffraction Data, University of Göttingen, Germany, 1997.
42. A. L. Spek, J. Appl. Crystallogr. 2003, 36, 7-13.