The Influence of Fluorine Substitution on Diels-Alder Reaction of 3-Vinylcoumarin and Ethylene

Polish Journal of Chemistry

Volumn 77, Issue 11, 2003, Pages 1523-1528

  Koroniak, H ^a   Pasikowska, M ^a   Fiedorow, P ^a  

^a ADAM MICKIEWICZ UNIVERSITY   (Poland)

Author keywords

Coumarin; DFT; Diels Alder reaction; Fluorine substituted compounds; Molecular modelling

Indexed keywords

COUMARIN DERIVATIVE; ETHYLENE; FLUORINE; FLUORINE DERIVATIVE;

ARTICLE; DIELS ALDER REACTION; DRUG SYNTHESIS; FLUORINATION; MATHEMATICAL COMPUTING; MOLECULAR MODEL; MOLECULAR STABILITY; PHASE TRANSITION; PREDICTION; REACTION ANALYSIS; STRUCTURE ANALYSIS; SUBSTITUTION REACTION; THERMOSTABILITY;

EID: 0344944176     PISSN: 01375083     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (14)

1. Bissell E.R., Mitchell A.R. and Smith R.E., J. Org. Chem., 45, 2283 (1980).
2. Work presented at the National Meeting of the ACS ('97) by C.A. Roney.
3. Schimitschek E.J., Trias J.A., Hammond P.R. and Atkins R.L., Optics Commun., 11, 352 (1974).
4. Mühlpfordt A., Schanz R., Ernsting N.P., Farztdinov V. and Grimme S., Phys. Chem. Chem. Phys., 1, 3209(1999).
5. Fletcher A.N., Pietrak M.E. and Bliss D.E., Appl. Phys. B, 42, 79 (1987).
6. Gee K.R., Haugland R.P. and Sun W., Pat. US 5, 830, 912.
7. Li H.Y. and Boswell G.A., Tetrahedron Lett., 37 (10), 1551 (1996).
8. Minami T., Matsumoto Y., Nakamura S., Koyanagi S. and Yamaguchi M., J. Org. Chem., 51, 167 (1992).
9. Hudlicky M. and Pavlath A.E., Organic Fluorine Compounds II, A Critical Review, ACS Monograph, American Chemical Society, Washington, DC 1995.
10. Houk K.N., Acc. Chem. Res., 8, 361 (1975).
11. Becke A.D., J. Chem. Phys., 98, 5648 (1993).
12. Houk K.N., Li Y. and Evanseck J.D., Angew. Chem. Int. Ed. Engl., 31, 682 (1992).
13. Goldstein E., Beno B. and Houk K.N., J. Am. Chem. Soc., 118, 6036 (1996).
14. Frisch M.J., Trucks G. W., Schlegel H.B., Scuseria O.E., Robb M.A., Cheeseman J.R., Zakrzewski V.G., Montgomery J.A., Stratmann R.E., Burant J.C., Dapprich S., Millam J.M., Daniels A.D., Kudin K.N., Strain M.C., Farkas O., Tomasi J., Barone V., Cossi M., Cammi R., Mennucci B., Pomelli C., Adamo C., Clifford S., Ochterski J., Petersson G.A., Ayala P.Y., Cui Q, Morokuma K., Malick D.K., Rabuck A.D., Raghavachari K., Foresman J.B., Cioslowski J., Ortiz J.V., Stefanov B.B., Liu G., Liashenko A., Piskorz P., Komaromi I., Gomperts R., Martin R.L., Fox D.J., Keith T., Al-Laham M.A., Peng C.J., Nanayakkara A., Gonzalez C., Challacombe M., Gill P.M.W., Johnson B.G., Chen W., Wong M.W., Andres J.L., Head-Gordon M., Replogle E.S. and Pople J.A., Gaussian 98 (Revision A.1), Gaussian, Inc., Pittsburgh PA, 1998.