Abstract
The structure of 10-alkyl(aryl)phenoxarsines has been investigated by the semiempirical quantum-chemical PM3 method. The AsIII atom has a positive charge and simultaneously exhibits nucleophilic properties in the reaction with methyl, iodide. The reactions of 10-alkyl(aryl)phenoxarsines with methyl iodide are probably controlled by charge distribution.
This is a preview of subscription content, log in via an institution to check access.
References
V. N. Khlebnikov, Ph. D. (Chem.) Thesis, KKhTI, Kazan, 1975, 18 pp. (in Russian).
B. D. Chernokal'skii, V. I. Gavrilov, and A. S. Gel'fond, inStroenie i reaktsionnaya sposobnost' organicheskikh soedinenii [Structure and Reactivity of Organic Compounds], Nauka, Moscow 1978, 187 (in Russian).
J. J. Stewart,J. Comp. Chem., 1989,10, 209; 221.
M. J. Frisch, G. W. Trucks, H. B. Schlegel, P. M. W. Gill, B. G. Johnson, M. A. Robb, J. R. Cheeseman, T. Keith, G. A. Petersson, J. A. Montgomery, K. Raghavachari, M. A. Al-Laham, V. G. Zakrzewski, J. V. Ortiz, J. B. Foresman, J. Cioslowski, B. B. Stefanov, A. Nanayakkara, M. Challacombe, C. Y. Peng, P. Y. Ayala, W. Chen, M. W. Wong, J. L. Andres, E. S. Replogle, R. Gomperts, R. L. Martin, D. J. Fox, J. S. Binkley, D. J. Defrees, J. Baker, J. P. Stewart, M. Head-Gordon, C. Gonzalez, and J. A. Pople,Gaussian 94 (Revision E.1), Gaussian Inc. Pittsburgh PA, 1995.
J. Mathieu and R. Panico,Mécanismes réactionnels en chimie organique, Hermann, 1972.
B. V. Nekrasov,Osnovy obschei khimii [Foundations of General Chemistry], vol. 2, Khimiya Moscow, 1973, 686 pp. (in Russian).
A. V. Fokin and M. A. Landau,Usp. Khim., 1998,67, 28 [Russ. Chem. Rev., 1998,67 (Engl. Transl.)].
T. Clark,A Handbook of Computational Chemistry (A Practical Guide to Chemical Structure and Energy Calculations), Wiley Intersc. Publ., John Willey and Sons, New York-Chichester-Brisbane-Toronto-Singapore, 1985.
Chemical Reactivity and Reaction Pathes, Ed. G. Klopman, Wiley Intersc. Publ., John Willey and Sons, New York-London-Sidney-Toronto, 1974.
Author information
Authors and Affiliations
Additional information
Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 2368–2371, November, 1998.
Rights and permissions
About this article
Cite this article
Mukhutdinov, E.A., Kuznetsov, A.M., Mukhutdinov, A.A. et al. Electronic structure of 10-alkyl(aryl)phenoxarsines and the mechanism of their reactions with methyl iodide. Russ Chem Bull 47, 2298–2299 (1998). https://doi.org/10.1007/BF02494300
Received:
Revised:
Issue Date:
DOI: https://doi.org/10.1007/BF02494300