Conclusions
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1.
As a result of an intramolecular photoreduction, the photolysis of vitamin K1 at 77‡K leads to the formation of two types of biradical particles with an almost identical position of unpaired electrons, but which differ in the relative orientations of the phytyl group.
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2.
Biradical intermediate compounds possess different heat stabilities and on decay transform into omethylenenaphthoquinones of different structures.
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3.
At low temperatures the biradicals probably anneal by a tunnel mechanism with the intramolecular transfer of an H atom.
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G. G. Lazarev, M. V. Serdobov, and N. G. Khrapova, Izv. Akad. Nauk SSSR, Ser. Khim., 1409 (1979).
A. Kuboyama, Bull. Chem. Soc. Jpn.,35, 245 (1962).
G. Leary and G. Porter, J. Chem. Soc. A, 2273 (1970).
D. Greed, B. J. Holes, and G. Porter, Proc. Roy. Soc. London,A334, 505–521 (1973).
G. Leary, J. Chem. Soc. A, 2248 (1971).
M. Vilkas and E. Lederer, Experientia,18, 546 (1962).
I. Chmielewska, Biochim. Biophys. Acta,39, 170 (1960).
R. A. Morton, Biol. Rev. Camb. Philos. Soc.,46, 70 (1971).
R. J. Le Roy, E. D. Spague, and F. Williams, J. Phys. Chem.,76, 546 (1972).
K. Toriama, K. Nunome, and M. Iwasaki, J. Am. Chem. Soc.,99, 5823 (1977).
G. Brunton, D. Griller, L. R. C. Barclay, and K. U. Ingold, J. Am. Chem. Soc.,98, 6803 (1976).
G. Brunton, J. A. Gray, D. Griller, L. R. C. Barclay, and K. U. Ingold, J. Am. Chem. Soc.,100, 4197 (1978).
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 2004–2009, September, 1982.
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Serdobov, M.V. Photolysis of vitamin K1 at low temperatures. Russ Chem Bull 31, 1770–1773 (1982). https://doi.org/10.1007/BF00952373
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DOI: https://doi.org/10.1007/BF00952373