Summary
The reaction of isomeric arylazopyridines with 1-hydroxy-2-phenylindole leads to molecular associations between the pyridine derivative and the 1-hydroxy-2-phenylindole itself or its dimer. The role of hydrogen bonding in the formation of the complex is also discussed in the light of conductivity measurements.
Zusammenfassung
Die Reaktion isomerer Arylazopyridine mit 1-Hydroxy-2-phenylindol führt zu molekularen Associaten zwischen den Pyridin-Derivaten und 1-Hydroxy-2-phenylindol oder seinem Dimer. Die Rolle der Hydrogenbindung bei der Bildung der Komplexverbindung wird mittels Leitfähigkeitsmessungen geprüft.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
Tosi G., Battistoni P., Bruni P., Cardellini L. (1983) Gazz. Chim. Ital.113: 1530
Colonna M., Bruni P. (1967) Gazz. Chim. Ital.97: 158
Shine H. J., Goodin R. D. (1970) J. Org. Chem.35: 949;
Kubota T. (1965) J. Am. Chem. Soc.87: 458;
Uruska I. (1980) Spectrochim. Acta6 A: 639;
Bruni P., Tosi G., Cardellini L., Giorgini E., Stipa P. (1989) Spectrochim. Acta45 A: 519
Webb N. E., Thompson C. C. (1978) J. Pharm. Sci.67: 165
Hutringer O., Jamieson W. D. (1970) Anal. Biochem.35: 351
Foster R. (1969) Organic Charge-Transfer Complexes. Academic Press, London; Pagani G. A., Gardini G. (1984) Chimica e Industria66: 244
Hadzi D., Kobilazov A. N. (1966) J. Chem. Soc. (A): 439
Detoni S., Hadzi D. (1964) Spectrochim. Acta20: 949
Joesten M. D., Schaad L. J. (1974) Hydrogen Bonding. Marcel Dekker, New York
Blackstock S. C., Kochi J. K. (1987) J. Am. Chem. Soc.109: 2484
Salvo F. D. (1971) J. Org. Chem.36: 3842
Cilento G., Miller E. C., Miller J. A. (1955) J. Am. Chem. Soc.78: 1718
Bruni P., Colonna M. (1973) Tetrahedron29: 2425
Meier H. (1974) In: Ebel H. F. (ed.) Organic Semiconductors (Monographs in Modern Chemistry, Vol. 2). Verlag Chemie, Weinheim, chapt. 6
Honzl J., Ulbert K., Hadek V., Tlustakova M., Metalova M. (1969) J. Polym. Sci.C 16: 4465
Colonna M., Bruni P. (1965) Gazz. Chim. Ital.95: 1172
Pentimalli L. (1959) Gazz. Chim. Ital.89: 1843
Pentimalli L. (1960) Tetrahedron9: 194
Colonna M., Risaliti A., Pentimalli L. (1957) Gazz. Chim. Ital.87: 923
Colonna M., Bruni P. (1969) Gazz. Chim. Ital.99: 885
Vogel A. I. (1988) Textbook of Practical Organic Chemistry, 4th edn. Longmans, London
Russel G. A., Strom E. C. (1964) J. Am. Chem. Soc.86: 744
Sandrolini F. (1986) Macromolecole: Scienza e Tecnologica, Vol. 2. Pacini, Pisa
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Bruni, P., Cardellini, L., Conti, C. et al. Molecular interactions between arylazopyridines and N-hydroxyindoles. Monatsh Chem 121, 165–171 (1990). https://doi.org/10.1007/BF00809529
Received:
Accepted:
Issue Date:
DOI: https://doi.org/10.1007/BF00809529