Conclusions
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1.
A scheme for the evaluation of the pπ-dπ conjugation based on the comparison of data from photoelectron spectroscopy and the results of quantum-chemical calculations in the framework of Koopman's theorem has been proposed, and evaluations of the σ-π, inductive, and pπ-dπ effects in several organosilicon derivatives of ethylene and furan have been carried out.
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2.
The influence of organosilicon substituents on the energy of π MOs in comparison to that of the isostructural carbon substituents in the absence of conjugation is consistent with the theory of electronegativity.
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3.
The Taft inductive constants have been determined for the first time for eight organosilicon substituents.
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Literature cited
H. Kwart and K. King, d-Orbitals in the Chemistry of Silicon, Phosphorus, and Sulfur, Springer-Verlag, Berlin-Heidelberg-New York (1977).
A. N. Egorochkin and S. Ya. Khorshev, Usp. Khim.,49, 1687 (1980).
N. V. Alekseev, A. I. Gusev, T. M. Kuznetsova, S. M. Gurkova, M. G. Los', D. Yu. Nesterov, and V. A. Sharpov, in: Physicochemical Methods for the Investigation of Organometallic Compounds [in Russian], GNIIKhTÉOS, Moscow (1980), pp. 4–59.
H. Sakurai and M. Kira, Kagaku No Ryoiki,30, No. 10, 892 (1976).
M. E. Dyatkina and N. M. Klimenko, Zh. Strukt. Khim.,14, No. 1, 173 (1973).
C. G. Pitt, J. Organometal. Chem.,61, 49 (1973).
V. P. Mileshkevich, Reakts. Sposobn. Org. Soedin.,9, No. 2, 315 (1972).
V. P. Mileshkevich and N. F. Novikova, Usp. Khim.,50, 85 (1981).
B. G. Zykov, N. P. Erchak, V. I. Khvostenko, E. Lukevits, V. F. Matorykina, and N. L. Asfandiarov, J. Organometal. Chem.,253, 301 (1983).
V. I. Vovna and F. I. Vilesov, in: Advances in Photophysics, No. 5 [in Russian], Leningr. Univ., Leningrad (1975), pp. 3–149.
C. N. R. Rao, P. K. Basu, and M. S. Hegde, Appl. Spectrosc. Rev.,15, No. 1, 1 (1979).
V. P. Yur'ev, A. A. Panasenko, V. I. Khvostenko, L. M. Khalilov, Ya. B. Yasman, M. M. Timoshenko, Yu. V. Chizhov, B. G. Zykov, I. I. Furlei, and S. R. Rafikov, Dokl. Akad. Nauk SSSR,242, 160 (1978).
I. Novak, L. Klasinc, G. Karminski-Zamola, and K. Jakopcik, Croat. Chem. Acta,56, No. 2, 281 (1983).
A Chemist's Handbook, Vol. 4 [in Russian], Khimiya, Moscow-Leningrad (1964), pp. 954–955.
B. Yu. Khel'ter, L. N. Mazalov, A. T. Shuvaev, and O. E. Shelepin, Zh. Strukt. Khim.,22, No. 2, 135 (1981).
R. W. Taft, in: Steric Effects in Organic Chemistry, M. Newman (ed.), Wiley, New York (1956).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2230–2235, October, 1986.
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Zykov, B.G. Evaluation of the σ-π conjugation, the inductive effect, and the pπ-dπ interaction in organosilicon derivatives of ethylene and furan with the aid of photoelectron spectroscopy. Russ Chem Bull 35, 2035–2039 (1986). https://doi.org/10.1007/BF00957518
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DOI: https://doi.org/10.1007/BF00957518