Abstract
Addition of polyfluoroalkyl iodides to the double bond of allyl glycidyl ether occurred under mild conditions (20–25 °C, MeCN/H2O, Na2S2O4, NaHCO3) with retention of the oxirane ring.
Similar content being viewed by others
References
P. E. Cassidy, T. M. Aminabhavi, V. S. Reddy, and J. W. Fitch, Eur. Polym. J., 1995, 31, 353.
S. Matuszczak and W. J. Feast, J. Fluorine Chem., 2000, 102, 269.
F. Montefusco, R. Bongiovanni, M. Sangermano, A. Priola, A. Harden, and N. Rehnberg, Polymer, 2004, 45, 4663.
F. R. Dammont, L. H. Sharpe, and H. Schonhorn, J. Polym. Sci., Part B: Polym. Lett., 1965, 3, 1021.
V. F. Snegirev and K. N. Makarov, Izv. Akad. Nauk SSSR, Ser. Khim., 1985, 2066 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1985, 34, 1906 (Engl. Transl.)].
D. V. Solov’ev, P. Yu. Dokuchaev, A. A. Rodin, V. D. Mushenko, and A. N. Lavrent’ev, Zh. Obshch. Khim., 1989, 59, 89 [J. Gen. Chem. USSR, 1989, 59 (Engl. Transl.)].
P. S. Abenin, F. Szõnyi, and A. Cambon, J. Fluorine Chem., 1991, 55, 1.
C. B. Serrurier and A. Cambon, J. Fluorine Chem., 1998, 87, 37.
M. L. Brey and P. Tarrant, J. Am. Chem. Soc., 1957, 79, 6533.
D. V. Solov’ev, L. V. Kolomenskaya, A. A. Rodin, I. G. Zenkevich, and A. N. Lavrent’ev, Zh. Obshch. Khim., 1991, 61, 673 [J. Gen. Chem. USSR, 1991, 61 (Engl. Transl.)].
N. O. Brace, J. Fluorine Chem., 1999, 93, 1.
V. Cirkva, B. Ameduri, B. Boutevin, J. Kvícala, and O. Paleta, J. Fluorine Chem., 1995, 74, 97.
A. M. Loveleys, D. A. Rausch, and W. Postelnec, Aliphatic Fluorine-Containing Compounds, American Chemical Society, 1957.
B. Boutevin, J.-P. Hugon, and Y. Pietrasanta, J. Fluorine Chem., 1981, 17, 357.
F.-H. Wu and W.-Y. Huang, J. Fluorine Chem., 2001, 110, 59.
F.-H. Wu, B.-N. Huang, L. Lu, and W.-Y. Huang, J. Fluorine Chem., 1996, 80, 91.
G. Zhao, J. Yang, and W.-Y. Huang, J. Fluorine Chem., 1997, 86, 89.
X.-C. Guo and Q.-Y. Chen, J. Fluorine Chem., 1998, 88, 63.
J.-T. Liu, G.-D. Sui, G. Chen, and W.-Y. Huang, J. Fluorine Chem., 1999, 93, 49.
T. I. Gorbunova, M. I. Kodess, V. A. Soshin, G. A. Obanin, and A. V. Podol’skii, Zh. Obshch. Khim., 1991, 61, 96 [J. Gen. Chem. USSR, 1991, 61 (Engl. Transl.)].
T. I. Gorbunova, M. I. Kodess, A. V. Podol’skii, and V. I. Saloutin, Zh. Obshch. Khim., 1991, 61, 2364 [J. Gen. Chem. USSR, 1991, 61 (Engl. Transl.)].
F. Boschet, C. Branger, A. Margaillan, and E. Condamine, Polymer, 2002, 43, 5329.
D. Paskovich, P. Gaspar, and G. S. Hammond, J. Org. Chem., 1967, 32, 833.
A. A. Ribeiro, J. Fluorine Chem., 1997, 83, 61.
Author information
Authors and Affiliations
Corresponding author
Additional information
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 8, pp. 1476–1478, August, 2007.
Rights and permissions
About this article
Cite this article
Bazhin, D.N., Gorbunova, T.I., Zapevalov, A.Y. et al. Addition of polyfluoroalkyl iodides to allyl glycidyl ether. Russ Chem Bull 56, 1534–1536 (2007). https://doi.org/10.1007/s11172-007-0237-3
Received:
Revised:
Issue Date:
DOI: https://doi.org/10.1007/s11172-007-0237-3