Regioselective 1,3-Dipolar Cycloaddition and 1,2-Addition between Benzaldoxime NH-nitrone and Perfluoro-2-methyl-2-pentene 


Vol. 31,  No. 5, pp. 1172-1176, May  2010
10.5012/bkcs.2010.31.5.1172


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  Abstract

Regioselective perfluorinated [3+2] cycloadducts and 1,2-adducts have been prepared by 1,3-dipolar cycloaddition between benzaldoxime NH-nitrone and perfluorinated alkene, perfluoro-2-methyl-2-pentene. Although the cycloaddition reaction is carried out at room temperature, the corresponding perfluorinated compounds are effectively produced in a high yield. In particular, the methoxy-substituted adducts (4 and 7a) show the self-assembled structure by intermolecular interactions. These derivatives were characterized by IR, 1H and 19F NMR, and the absolute structure of perfluorinated adducts was confirmed by X-ray crystallography.

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  Cite this article

[IEEE Style]

C. W. Lee, J. Y. Park, H. Kim, K. W. Chi, "Regioselective 1,3-Dipolar Cycloaddition and 1,2-Addition between Benzaldoxime NH-nitrone and Perfluoro-2-methyl-2-pentene," Bulletin of the Korean Chemical Society, vol. 31, no. 5, pp. 1172-1176, 2010. DOI: 10.5012/bkcs.2010.31.5.1172.

[ACM Style]

Chan Woo Lee, Joo Yuen Park, Hyunuk Kim, and Ki Whan Chi. 2010. Regioselective 1,3-Dipolar Cycloaddition and 1,2-Addition between Benzaldoxime NH-nitrone and Perfluoro-2-methyl-2-pentene. Bulletin of the Korean Chemical Society, 31, 5, (2010), 1172-1176. DOI: 10.5012/bkcs.2010.31.5.1172.