Diiron azadithiolates as models for the iron-only hydrogenase active site: Synthesis, structure, and stereoelectronics

Angewandte Chemie - International Edition

Volumn 40, Issue 9, 2001, Pages 1768-1771

  Lawrence, Joshua D ^a   Li, Hongxiang ^a   Rauchfuss, Thomas B ^a   Bénard, Marc ^b   Rohmer, Marie Madeleine ^b  

^a UNIVERSITY OF ILLINOIS AT URBANA CHAMPAIGN   (United States)

^b UNIVERSITÉ DE STRASBOURG   (France)

Author keywords

Anomeric effect; Cyanides; Density functional calculations; Hydrogenases; S ligands

Indexed keywords

CARBON MONOXIDE; CARBON NITRIDE; CHEMICAL BONDS; NEGATIVE IONS; ORGANOMETALLICS; SPECTROSCOPIC ANALYSIS; SYNTHESIS (CHEMICAL);

HETEROLYTIC PROCESSING;

ENZYMES;

HYDROGENASE; IRON DERIVATIVE; THIOL DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; CONFORMATION; CRYSTALLIZATION; ENZYME ACTIVE SITE; MOLECULAR INTERACTION; MOLECULAR MODEL; PROTON NUCLEAR MAGNETIC RESONANCE; STEREOCHEMISTRY;

EID: 0035805318     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/1521-3773(20010504)40:9<1768::AID-ANIE17680>3.0.CO;2-E     Document Type: Article

References (32)

1. R. K. Thauer, A. R. Klein, U. C. Hartmann, Chem. Rev. 1996, 96, 3031.
2. J. W. Peters, W. N. Lanzilotta, B. J. Lemon, L. C. Seefeldt, Science 1998, 282, 1853; Y. Nicolet, C. Piras, P. Legrand, C. E. Hatchikian, J. C. Fontecilla-Camps, Structure 1999, 7, 13; B. J. Lemon, J. W. Peters, Biochemistry 1999, 38, 12969.
3. J. W. Peters, W. N. Lanzilotta, B. J. Lemon, L. C. Seefeldt, Science 1998, 282, 1853; Y. Nicolet, C. Piras, P. Legrand, C. E. Hatchikian, J. C. Fontecilla-Camps, Structure 1999, 7, 13; B. J. Lemon, J. W. Peters, Biochemistry 1999, 38, 12969.
4. J. W. Peters, W. N. Lanzilotta, B. J. Lemon, L. C. Seefeldt, Science 1998, 282, 1853; Y. Nicolet, C. Piras, P. Legrand, C. E. Hatchikian, J. C. Fontecilla-Camps, Structure 1999, 7, 13; B. J. Lemon, J. W. Peters, Biochemistry 1999, 38, 12969.
5. H. Reihlen, A. von Friedolsheim, W. Oswald, J. Liebigs Ann. Chem. 1928, 465, 72. See also: W. Hieber, P. Spacu, Z. Anorg. Allg. Chem. 1937, 233, 852.
6. H. Reihlen, A. von Friedolsheim, W. Oswald, J. Liebigs Ann. Chem. 1928, 465, 72. See also: W. Hieber, P. Spacu, Z. Anorg. Allg. Chem. 1937, 233, 852.
7. Y. Nicolet, A. L. de Lacey, X. Vernède, V. M. Fernandez, E. C. Hatchikian, J. C. Fontecilla-Camps, J. Am. Chem. Soc. 2001, 123, 1596
8. D.-H. Lee, B. P. Patel, E. Clot, O. Eisenstein, R. H. Crabtree, Chem. Commun. 1999, 297; J. A. Ayllon, S. F. Sayers, S. Sabo-Etienne, B. Donnadieu, B. Chaudret, E. Clot, Organometallics 1999, 18, 3981; R. H. Morris, Can. J. Chem. 1996, 74, 1907.
9. D.-H. Lee, B. P. Patel, E. Clot, O. Eisenstein, R. H. Crabtree, Chem. Commun. 1999, 297; J. A. Ayllon, S. F. Sayers, S. Sabo-Etienne, B. Donnadieu, B. Chaudret, E. Clot, Organometallics 1999, 18, 3981; R. H. Morris, Can. J. Chem. 1996, 74, 1907.
10. D.-H. Lee, B. P. Patel, E. Clot, O. Eisenstein, R. H. Crabtree, Chem. Commun. 1999, 297; J. A. Ayllon, S. F. Sayers, S. Sabo-Etienne, B. Donnadieu, B. Chaudret, E. Clot, Organometallics 1999, 18, 3981; R. H. Morris, Can. J. Chem. 1996, 74, 1907.
11. J. P. Collman, Nat. Struct. Biol. 1996, 3, 213.
12. D. Seyferth, R. S. Henderson, L. C. Song, Organometallics 1982, 1, 125.
13. J. F. Coetzee, G. R. Padmanabhan, J. Am. Chem. Soc. 1965, 87, 5005; E. J. Moore, J. M. Sullivan, J, R. Norton, J. Am. Chem. Soc. 1986, 108, 2257; R. T. Ededin, J. M. Sullivan, J. R. Norton, J. Am. Chem. Soc. 1987, 109, 3945.
14. J. F. Coetzee, G. R. Padmanabhan, J. Am. Chem. Soc. 1965, 87, 5005; E. J. Moore, J. M. Sullivan, J, R. Norton, J. Am. Chem. Soc. 1986, 108, 2257; R. T. Ededin, J. M. Sullivan, J. R. Norton, J. Am. Chem. Soc. 1987, 109, 3945.
15. J. F. Coetzee, G. R. Padmanabhan, J. Am. Chem. Soc. 1965, 87, 5005; E. J. Moore, J. M. Sullivan, J, R. Norton, J. Am. Chem. Soc. 1986, 108, 2257; R. T. Ededin, J. M. Sullivan, J. R. Norton, J. Am. Chem. Soc. 1987, 109, 3945.
16. A. L. De Lacey, C. Stadler, C. Cavazza, E. C. Hatchikian, V.M. Fernandez, J. Am. Chem. Soc. 2000, 122, 11232
17. K. Fauvel, R. Mathieu, R. Poilblanc, Inorg. Chem. 1976, 15, 976.
18. W. Gaete, J. Ros, R. Yañez, X. Solans, C. Miravilalles, M. Aguiló, Inorg. Chim. Acta 1986, 119, 55.
19. R. A. Y. Jones, A. R. Katritzky, A. C. Richards, R. J. Wyatt, J. Chem. Soc. B 1970, 122.
20. E. J. Lyon, I. P. Georgakaki, J. H. Reibenspies, M. Y. Darensbourg, Angew. Chem. 1999, 111, 3373; Angew. Chem. Int. Ed. 1999, 38, 3178.
21. E. J. Lyon, I. P. Georgakaki, J. H. Reibenspies, M. Y. Darensbourg, Angew. Chem. 1999, 111, 3373; Angew. Chem. Int. Ed. 1999, 38, 3178.
22. P. E. M. Siegbahn, M. R. A. Blomberg, Annu. Rev. Phys. Chem. 1999, 50, 221.
23. A. J. Kirby, The Anomeric Effect and Related Stereoelectronic Effects at Oxygen, Vol. 15, Springer, Berlin, 1983.
24. M. Schmidt, S. M. Contakes, T. B. Rauchfuss, J. Am. Chem. Soc. 1999, 121, 9736.
25. P. F. Brandt, D. A. Lesch, P. R. Stafford, T. B. Rauchfuss, Inorg. Synth. 1997, 31, 112.
26. E. Fluck, P. Meiser, Chem. Ber. 1973, 106, 69.
27. ADF User's Guide. Chemistry Department, Vrije Universiteit, Amsterdam, 1999.
28. S. H. Vosko, L. Wilk, M. Nusair, Can. J. Phys. 1980, 58, 1200.
29. A. D. Becke, J Chem. Phys. 1986, 84, 4524; A. D. Becke, Phys. Rev. A 1988, 38, 3098.
30. A. D. Becke, J Chem. Phys. 1986, 84, 4524; A. D. Becke, Phys. Rev. A 1988, 38, 3098.
31. J. P. Perdew, Phys. Rev. B 1986, 34, 7406; J. P. Perdew, Phys. Rev. B 1986, 33, 8882.
32. J. P. Perdew, Phys. Rev. B 1986, 34, 7406; J. P. Perdew, Phys. Rev. B 1986, 33, 8882.