Cavity effect of calix[4]arenes in electrophilic aromatic substitution reactions

Chemical Communications

Volumn , Issue 13, 1996, Pages 1517-1518

  Struck, Oliver ^a   Van Duynhoven, John P M ^a   Verboom, Willem ^a   Harkema, Sybolt ^a   Reinhoudt, David N ^a  

^a UNIVERSITY OF TWENTE   (Netherlands)

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[No Author keywords available]

Indexed keywords

EID: 0002038377     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/cc9960001517     Document Type: Article

References (17)

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3. J. Szejtli, Cyclodextrin Technology, Kluwer Academic Publishers, Dordrecht, 1988; R. Breslow, Acc. Chem. Res., 1991, 24, 159; K. Rama Rao, Pure Appl. Chem., 1992, 64, 1141.
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15. In the typical flattened cone conformation two opposite aromatic units are almost parallel and the other two almost perpendicular. See: G. D. Andreetti, F. Ugozzoli, A. Pochini and R. Ungaro, in Inclusion Compounds, ed. J. L. Atwood, J. E. Davies and D. D. MacNicol, Oxford University Press, Oxford, vol. 4, 1991.
16. The product distribution of aromatic electrophilic substitutions can be dependent on the reaction conditions, see: J. March, Advanced Organic Chemistry, 4th edn. Wiley, New York, 1992, p. 507.
17. Arduini et al. reported very recently about a two-atom bridge at the upper rim of calix[4]arenes fixed in the flattened cone: A. Arduini, S. Fanni, A. Pochini, A. R. Sicuri and R. Ungaro, Tetrahedron, 1995, 51, 7951.