Conclusions
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1.
The method of molecular mechanics in the MM/2 parametrization accurately describes a large set of thermochemical, structural, and electronic characteristics of highly stressed bicyclo[n.1.0]alkanes (BCA's) with n=1 to 4.
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2.
The reliability of the equilibrium geometry of BCA's with n=1 to 3 calculated by the MM/2 method is on the level of nonempirical calculations in an expanded basis, permitting the reliable evaluation of the structure of bicyclo[4.1.0]heptane (norcarane), which has not been established experimentally.
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3.
The quantum-chemical characteristics of the electronic structure calculated for the equilibrium geometry of BCA's (the strengths of the bonds, the ionization potentials, and the charges on the atoms) vary regularly, in parallel to the energy of the stresses in these hydrocarbons.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1060–1066, May, 1985.
For Communication 1 see [1].
We thank Prof. M. Jones and Prof. P. R. von Schelyer for their assistance in acquiring the MM/2 program, as well as V. I. Faustov for supplying the MINDO/3 program.
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Ioffe, A.I., Svyatkin, V.A. & Nefedov, O.M. Molecular-mechanical analysis of the structure of stressed organic molecules Communication 2. Bicyclo[n.1.0]alkanes. Russ Chem Bull 34, 964–970 (1985). https://doi.org/10.1007/BF01142784
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DOI: https://doi.org/10.1007/BF01142784