Abstract
The effect of electron scavengers (carbon tetrachloride, chloroform, and chloranil) on the chain radical-ion reaction of sulfo-group substitution for bromine in 1-bromo-2-hydroxynaphthalene photosensitized with a tris(2,2′-bipyridyl)ruthenium(II) complex was studied in an aqueous solution of sodium sulfite. It was found that “ sacrificial” electron scavengers enhanced the quantum yield of the photosensitized substitution reaction. Using the flash photolysis technique, it was shown that the electron scavengers reacted with the ruthenium(I) complex formed as a result of dissociation of a radical-ion pair in the initiation step. The rates constants for the reaction of chloroform, carbon tetrachloride, and chloranil with the ruthenium(I) complex are 1.5 × 104, 1.2 × 107, and 1.5 × 109 dm3 mol−1 s−1, respectively. The chain length of the substitution reaction in aqueous solution in the presence of carbon tetrachloride is 220 ± 20.
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REFERENCES
Ivanov, V.L. and Artyukhin, A.B., Khim. Vys. Energ., 1998, vol. 32, no.5, p. 372 [High Energy Chem., 1998, vol. 32, no. 5, p. 333].
Ivanov, V.L., Vestn. Mosk. Univ., Ser. 2: Khim., 2001, vol. 42, no.3, p. 172.
Rosenberg, J.L. and Brinn I., J. Phys. Chem., 1972, vol. 76, no.24, p. 3559.
Mulazzani, Q.G., Emmi, S., Fuochi, P.G., Hoffman, M.Z., and Ventury M., J. Am. Chem. Soc., 1978, vol. 100, no.3, p. 981.
Ivanov, V.L. and Lyashkevich, S.Yu., Khim. Vys. Energ., 2003, vol. 37, no.6, p. 452 [High Energy Chem., 2003, vol. 37, no. 6, p. 405].
Hatchard, C.G. and Parker, C.A., Proc. R. Soc. London, A, 1956, vol. 235, p. 518.
Weissberger, A., Proskauer, E.S., Riddik, J.A., and Toops, E.E., Organic Solvents. Physical Properties and Methods of Purification, New York: Interscience, 1955.
Bergmark, W., Hector, S., Jones, G., et al., J. Photochem. Photobiol., A, 1997, vol. 109, no.2, p. 119.
Artyukhin, A.B. and Ivanov, V.L., Khim. Fiz., 1998, vol. 17, no.12, p. 33.
Buxton, G.V., Barlow, S., McGowan, S., Salmon, G.A., and Williams, J.E., Phys. Chem. Chem. Phys., 1999, vol. 1, no.13, p. 3111.
Mann, C.K. and Barnes, K.K., Electrochemical Reactions in Nonaqueous Systems, New York: Marcel Dekker, 1970.
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Translated from Khimiya Vysokikh Energii, Vol. 39, No. 5, 2005, pp. 353–357.
Original Russian Text Copyright © 2005 by Ivanov Lyashkevich.
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Ivanov, V.L., Lyashkevich, S.Y. Effect of Electron Scavengers on the Chain Reaction of Sulfo-Group Substitution for Bromine in 1-Bromo-2-hydroxynaphthalene Photosensitized with Tris(2,2′-bipyridyl)ruthenium(II). High Energy Chem 39, 304–308 (2005). https://doi.org/10.1007/s10733-005-0060-z
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DOI: https://doi.org/10.1007/s10733-005-0060-z