Silica supported catalysis: A practical use of an iron Lewis acid

Synthetic Communications

Volumn 30, Issue 8, 2000, Pages 1401-1411

  Redlich, Mark ^a   Mahmood, Syed J ^a   Mayer, Michael F ^a   Hossain, M Mahmun ^a  

^a UNIVERSITY OF WISCONSIN MILWAUKEE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ACID; SILICON DIOXIDE;

ARTICLE; CATALYSIS; CATALYST; CHEMICAL REACTION; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 0034032848     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1080/00397910008087167     Document Type: Article

References (15)

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3. (c) Seitz, W. J.; Hossain, M. M. Tetrahedron Lett. 1994, 35, 7561.
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7. Recent examples: (a) Cu catalyzed cyclopropanations: Diaz-Requejo, M. M.; Nicasio, M. C.; Perez, P. J. Organometallics 1998, 17, 3051.
8. 3 catalysis in carbon-carbon bond forming reactions: Kobayashi, S.; Nagayama, S. J. Am. Chem. Soc. 1998, 120, 2985.
9. Elemental analysis (Fe) of the silica supported iron Lewis acid was performed by Galbraith Laboratories, Inc., Knoxville, TN 37921-1950.
10. Each series had a corresponding control reaction performed. In the control reactions of EDA with 2,4-dimethoxybenzaldehyde and EDA with styrene, both in presence of silica, only starting materials were isolated after normal workup. In a control reaction between PDM and N-benzylideneaniline in presence of silica, only imine, azine, and stilbenes were isolated.
11. Tosylhydrazone Salt Pyrolyses: Phenyldiazomethanes. Creary, X. In Organic Syntheses, Kende, A. S., Ed.; John Wiley: New York, 1986; Vol. 64, pp 207-216.
12. Layer, R. W. Chem. Rev. 1963, 63, 489-510
13. Due to the hygroscopic nature of silica, the elemental analysis of hydrogen for SS-Fe was corrected using silica as a blank.
14. House, H. O.; McDaniel, W. C.; Sieloff, R. F.; Vanderveer, D. J. Org. Chem. 1978, 43, 4316.
15. Nakamura, A.; Konishi, A.; Tatsuno, Y.; Otsuka, S. J. Am. Chem. Soc. 1978, 100, 3443.