Direct preparation of arylmanganese bromides using active manganese

Synthetic Communications

Volumn 28, Issue 6, 1998, Pages 1065-1072

  Kim, Seung Hoi ^a   Rieke, Reuben D ^a  

^a UNIVERSITY OF NEBRASKA LINCOLN   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

HALIDE; MANGANESE;

ARTICLE; CATALYSIS; GAS CHROMATOGRAPHY; OXIDATION; SYNTHESIS;

EID: 0031979160     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1080/00397919808003074     Document Type: Article

References (15)

1. Kim, S. H.; Hanson, M. V.; Rieke, R. D. Tetrahedron Lett. 1996, 37, 2197.
2. For a review, see (a) Cahiez, G.; Marquais, S. Pure Appl. Chem. 1996, 68, 53. (b) Normant, J. F.; Cahiez, G. Modern Synthetic Methods; John Wiley & Sons Inc., Chichester, 1983, vol 3; pp.172-216 and references cited therein.
3. For a review, see (a) Cahiez, G.; Marquais, S. Pure Appl. Chem. 1996, 68, 53. (b) Normant, J. F.; Cahiez, G. Modern Synthetic Methods; John Wiley & Sons Inc., Chichester, 1983, vol 3; pp.172-216 and references cited therein.
4. Furstner, A.; Brunner, H. Tetrahedron Lett. 1996, 37, 7009.
5. In typical preparation, lithium (9.68 mmol), naphthalene (1.48 mmol), and anhydrous manganese iodide (4.71 mmol) under argon were stirred in freshly distilled THF (10 mL) for 1h at room temperature.
6. 1,2-Dibromoethane was used to consume the remaining active manganese in the reaction mixture because Mn* was active to additional electrophile to give a homocoupling product.
7. a) "The Aldrich Library of NMR Spectra." Edition 2, 1983, 1(2), 888A. "The Aldrich Library of IR Spectra." Edition 2, 1983, 1(2), 60D.
8. a) "The Aldrich Library of NMR Spectra." Edition 2, 1983, 1(2), 888A. "The Aldrich Library of IR Spectra." Edition 2, 1983, 1(2), 60D.
9. 1H NMR 7302,
10. "The Aldrich Library of NMR Spectra." Edition 2, 1983, 1(2), 886A. "The Aldrich Library of IR Spectra." Edition 2, 1983, 1(2), 59C.
11. "The Aldrich Library of NMR Spectra." Edition 2, 1983, 1(2), 886A. "The Aldrich Library of IR Spectra." Edition 2, 1983, 1(2), 59C.
12. "The Aldrich Library of NMR Spectra." Edition 2, 1983, 1(3), 1268A. "The Aldrich Library of IR Spectra." Edition 2, 1983, 1(2), 888C.
13. "The Aldrich Library of NMR Spectra." Edition 2, 1983, 1(3), 1268A. "The Aldrich Library of IR Spectra." Edition 2, 1983, 1(2), 888C.
14. 1H NMR 33805.
15. Rieke, R. D.; Wu, T. C.; Stinn, D. E.; Wehmeyer, R. M. Synth. Commun. 1989, 19, 1833.