Abstract
The mass spectra of 4′-acyl derivatives of benzo-15-crown-5 and benzo-18-crown-6 were studied by the method of direct analysis of the daughter ions (DADI). It was established that the fragmentation of the M+ ions of the investigated compounds under electron impact proceeds via the scheme of the McLafferty rearrangement with the simultaneous elimination of ethylene oxide. The degree of occurrence of the McLafferty rearrangement increases with an increase in the length of the side chain.
Similar content being viewed by others
Literature Cited
D. Kh. Aslanova, A. K. Tashmukhamedova, and R. R. Razakov, Uzb. Khim. Zh., No. 5, 7 (1984).
D. Kh. Aslanova, A. K. Tashmukhamedova, and R. R. Razakov, Uzb. Khim. Zh., No. 6, 24 (1984).
D. Kh. Aslanova, A. K. Tashmukhamedova, and R. R. Razakov, Uzb. Khim. Zh., No. 2, 8 (1985).
D. H. Smith, C. Djerassi, K. H. Maurer, and U. Rapp, J. Am. Chem. Soc., 96, 3482 (1974).
R. Razakov, Kh. A. Aslanov, A. S. Sodykov, and B. V. Rozynov, Bioorg. Khim., 3, 600 (1977).
D. G. I. Kingston, J. T. Bursey, and M. M. Bursey, Chem. Rev., 74, 215 (1974).
J. F. Litton, T. L. Kruger, and R. G. Cooks, J. Am. Chem. Soc., 98, 2011 (1976).
P. Brown and C. Djerassi, J. Am. Chem. Soc., 89, 2711 (1967).
Author information
Authors and Affiliations
Additional information
See [3] for communication 3.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 989–901, July, 1987.
Rights and permissions
About this article
Cite this article
Aslanova, D.K., Tashmukhamedova, A.K. & Razakov, R.R. Mass-spectrometric investigation of ionophoric derivatives of benzo- and dibenzocrown ethers. 4. 4′-Acyl derivatives of benzo-15-crown-5 and benzo-18-crown-6. Chem Heterocycl Compd 23, 737–740 (1987). https://doi.org/10.1007/BF00475637
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00475637