Stepwise bromination of two acetylene molecules on a butterfly-type tetrairon core and reactivity of resulting bromoacetylene fragment toward nucleophiles

Journal of the American Chemical Society

Volumn 126, Issue 30, 2004, Pages 9190-9191

  Takano, Masato ^a   Okazaki, Masaaki ^a   Tobita, Hiromi ^a  

^a TOHOKU UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ACETYLENE DERIVATIVE; BROMINE DERIVATIVE; BROMOACETYLENE; IRON DERIVATIVE; N BROMOSUCCINIMIDE; PYRIDINE; UNCLASSIFIED DRUG; WATER; ZINC DERIVATIVE;

ARTICLE; BROMINATION; CHEMICAL STRUCTURE; CHIRALITY; ISOMERIZATION; PROTON NUCLEAR MAGNETIC RESONANCE; REDUCTION; SYNTHESIS; X RAY DIFFRACTION;

EID: 3342957044     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja047569a     Document Type: Article

References (21)

1. (a) Okazaki, M.; Ohtani, T.; Inomata, S.; Tagaki, N.; Ogino, H. J. Am. Chem. Soc. 1998, 120, 9135.
2. (b) Okazaki, M.; Ohtani, T.; Takano, M.; Ogino, H. Inorg. Chem. 2002, 41, 6726.
3. (c) Okazaki, M.; Ohtani, T.; Ogino, H. J. Am. Chem. Soc. 2004, 126, 4104.
4. (d) Okazaki, M.; Ohtani, T.; Takano, M.; Ogino, H. Organometallics, in press.
5. (a) Brandsma, L. Preparative Acetylenic Chemistry; Elsevier Publishing Co.: New York 1971.
6. (b) Patai, S. Supplement C2: The Chemistry of Triple-bonded Functional Groups; John Wiley & Sons: New York, 1991; Chapter 6.
7. (c) Wagner, A.; Heitz, M. P.; Mioskowski, C. Tetrahedron Lett. 1990, 31, 3141.
8. (d) Vinczer, P.; Struhar, S.; Novak, L.; Szantay, C. Tetrahedron Lett. 1992, 33, 683.
9. (e) Nishiguchi, I.; Kanbe, O.; Itoh, K.; Maekawa, H. Synlett 2000, 89 and references cited therin.
10. 3, respectively. The electrochemistry of the clusters will be reported elsewhere.
11. Boyar, E.; Deeming, A. J.; Kabir, S. E. J. Chem. Soc., Chem. Commun. 1986, 577.
12. Vollhardt, K. P. C.; Wolfgruber, M. Angew. Chem., Int. Ed. Engl. 1986, 25, 929.
13. Kiviniemi, S.; Nissinen, M.; Alaviuhkola, T.; Rissanen, K.; Pursiainen, J. J. Chem. Soc., Perkin Trans. 2 2001, 2364.
14. Mononuclear complexes: (a) Beevor, R. G.; Green, M.; Orpen, A. G.; Williams, I. D. J. Chem. Soc., Dalton Trans. 1987, 1319.
15. (b) Sünkel, K. J. Organomet. Chem. 1988, 348, C12.
16. (c) Löwe, C.; Hund, H.-U.; Berke, H. J. Organomet. Chem. 1989, 371, 311.
17. (d) Sünkel, K.; Birk, U.; Robl, C. Organometallics 1994, 13, 1679.
18. (e) Sünkel, K.; Birk, U. Polyhedron 1999, 18, 3187.
19. Dinuclear complexes: (a) Stahl, K.; El-Kholi, A.; Müller, U.; Dehnicke, K. J. Organomet. Chem. 1986, 316, 95.
20. (b) Lang, H.; Rheinwald, G.; Lay, U.; Zsolnai, L.; Hutmer, G. J. Organomet. Chem. 2001, 634, 74.
21. Tetranuclear cluster: Lentz, D.; Michael, H. Angew. Chem., Int. Ed. Engl. 1988, 27, 845.