INTERACTION OF 9-SUBSTITUTED ANTHRACENES WITH OXIDATION SYSTEMS
1411
9. Bartlett, P.D. and Gunter, P., J. Am. Chem. Soc., 1966,
7.13–7.16 m (1Н), 7.21–7.24 t (2H, J 7.5 Hz), 7.33–
7.35 d (2H, J 7.7 Hz) 8.20–8.22 d (2H, J 7.8 Hz). Н
1
vol. 88, no. 14, p. 3288. DOI: 10.1021/ja1492a055.
10. Campbell, B.T.W. and Coppinger, G.M., J. Am. Chem.
Soc., 1952, vol. 74, no. 6, p. 1469. DOI: 10.1021/
ja01126a032.
NMR spectrum from [26], δ, ppm: 2.18 s (1Н), 7.1–7.7
m (11Н), 8.2–8.4 m (2Н).
In some experiments in the reactions of 9-МА and
9-PА with t-BuOOH in the presence of Cr(OBu-t)4 the
insoluble dark-brown precipitate was separated,
washed with benzene, dried and analyzed for the
content of chromium, which was from 30 from 39%.
The condensate of volatile products of bright-yellow
color was treated with triphenylphosphine. Dis-
appearance of the color was indicative of the presence
of compounds with the Cr=O bond in the benzene
solution [13].
11. Stepovik, L.P. and Potkina, A.Yu., Russ. J. Gen. Chem.,
2013, vol. 83, no. 6, p. 1047. DOI: 10.1134/
s1070363213060078.
12. Hiatt, R., Clipsham, J., and Visser, T., Canad. J. Chem.,
1964, vol. 42, no. 12, p. 2754. DOI: 10.1139/v64-408.
13. Groysman, S., Villagram, D., and Nocera, D.G., Inorg. Chem.,
2010, vol. 49, no. 23, p. 10759. DOI: 10.1021/ic101968s.
14. Kotani, H., Ohkubo, K., and Fukuzumi, S., J. Am.
Chem. Soc., 2004, vol. 126, no. 49, p. 15999. DOI:
10.1021/ja048353b.
15. Antonovskii, V.L. and Khursan, S.L., Fizicheskaya
khimiya organicheskikh peroksidov (Physical Chemistry
of Organic Peroxides), Moscow: Akademkhiga, 2003,
p. 92.
The experiments and analysis of the products of the
reactions of 9-МА and 9-PА with hydroperoxide I in
the presence of metal alkoxides not mentioned above
was performed similarly.
16. Stepovik, L.P. and Gulenova, M.V., Russ. J. Gen.
Chem., 2009, vol. 79, no. 8, p. 1663. DOI: 10.1134/
s1070363209080143.
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