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Mechanism of photolysis of benzyl dimethylphenylsilyl ketone: Radical fragmentation versus isomerization

  • Physical Chemistry
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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    Direct photolysis of benzyl dimethylphenylsilyl ketone occurs from its singlet excited state and intermediate formation of a pair of benzyl and dimethylphenylsilylformyl radicals.

  2. 2.

    Acetophenone and triphenylene sensitize decomposition of this ketone from its triplet excited state via two competing pathways: isomerization to siloxycarbene and radical fragmentation.

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Literature cited

  1. P. J. Wagner, Topics in Current Chemistry, Springer, Berlin (1976), p. 1.

    Google Scholar 

  2. A. L. Buchachenko, Chemical Polarization of Electrons and Nuclei [in Russian], Nauka, Moscow (1974), p. 245.

    Google Scholar 

  3. J. M. Duff and A. G. Brook, Can. J. Chem.,51, 2869 (1973).

    Google Scholar 

  4. R. A. Bourke, P. D. Davies, and J. C. Dalton, J. Am. Chem. Soc.,103, 697 (1981).

    Google Scholar 

  5. A. G. Brook, J. W. Harris, J. Lennon, and M. El Sheiker, J. Am. Chem. Soc.,101, 83 (1981).

    Google Scholar 

  6. E. N. Step, V. F. Tarasov, and A. L. Buchachenko, Zh. Obshch. Khim.,55, 2348 (1985).

    Google Scholar 

  7. A. G. Brook and J. M. Duff, Can. J. Chem.,51, 352 (1973).

    Google Scholar 

  8. E. N. Step, V. F. Tarasov, and A. Z. Yankelevich, Khim. Fiz.,6, 1374 (1987).

    Google Scholar 

  9. Landolt-Bernstein, Organic C-Centered Radicals, Springer Verlag, New York (1977), Vol. 9, Part b, p. 127.

    Google Scholar 

  10. P. J. Krusic and J. R. Kochi, J. Am. Chem. Soc.,91, 3938 (1969).

    Google Scholar 

  11. C. Chatgilialoglu, K. U. Ingold, and J. C. Scaiano, J. Am. Chem. Soc.,104, 5119 (1982).

    Google Scholar 

  12. S. L. Murov, Handbook of Photochemistry, Marcel Dekker, New York (1973), p. 273.

    Google Scholar 

  13. A. G. Brook, J. M. Duff, P. F. Jones, and N. R. Davies, J. Am. Chem. Soc.,89, 431 (1967).

    Google Scholar 

  14. E. G. Corey, D. Seebach, and R. J. Freedman, J. Am. Chem. Soc.,89, 434 (1967).

    Google Scholar 

  15. W. M. Moore, G. S. Hammond, and R. P. Foss, J. Am. Chem. Soc.,84, 1368 (1962).

    Google Scholar 

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2250–2255, October, 1988.

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Step, E.N., Tarasov, V.F. & Buchachenko, A.L. Mechanism of photolysis of benzyl dimethylphenylsilyl ketone: Radical fragmentation versus isomerization. Russ Chem Bull 37, 2024–2028 (1988). https://doi.org/10.1007/BF00953397

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  • DOI: https://doi.org/10.1007/BF00953397

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