Summary
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1.
Some silicon-containing aromatic acids were prepared from p-(trimethylsilyl)benzaldehyde; these included an alcohol containing two silicon atoms.
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2.
In these alcohols the Si-Car bond is stable to the action of 20–50% solutions of acids.
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3.
It was shown that it is possible to bring about the dehydrocondensation of silicon-containing aromatic secondary alcohols with triethylsilane in presence of zinc chloride.
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Literature cited
B. N. Dolgov, N. E. Glushkova, and N. P. Kharitonov, Izv. AN SSSR. Otd. khim. n., (1960), 351.
B. N. Dolgov, N. E. Glushkova, and N. P. Kharitonov, Izv. AN SSSR. Otd. khim. n. 1961, 1069.
G. Grüttner and M. Cauer, Ber.51, 1283 (1918).
F. H. Winslow, U.S. Pat. 264215 (1953); Chem. Abstrs47, 9058 (1953).
Ph. J. Campagna and H. W. Post, J. Organ. Chem.19, 1749 (1954).
A. E. Senear, J. Wirth, and G. Neville, J. Organ. Chem.25, 87 (1960).
G. V. Golodnikov, B. N. Dolgov, and V. F. Sedova, Zh. obshch. khimii30, 3352 (1960).
G. V. Golodnikov and G. S. Afanas'eva, Zh. obshch. khimii31, 3735 (1961).
G. V. Golodnikov and T. P. Sycheva, Zh. obshch. khimii,32, 2305 (1962).
A. D. Petrov, E. A. Chernyshev, and I. G. Tolstikova, Dokl. AN SSSR,118, 957 (1958).
E. A. Chernyshev, E. N. Klyukina, and A. D. Petrov, Izv. AN SSSR, Otd. khim. n., 1960, 1601.
H. Gilman, A. G. Brook, and L. S. Miller, J. Amer. Chem. Soc,75, 3757 (1953).
E. A. Chernyshev and L. G. Kozhevnikova, Dokl. AN SSSR98, 419 (1954).
R. F. Fleming, U.S. Pat. 2386452 (1945); Chem. Abstrs.,40, 6041 (1946).
C. G. Brannen, Chem. Abstrs.,48, 624 (1954).
H. Gilman, C. G. Brannen, and R. K. Ingham, J. Amer. Chem. Soc.78, 1689 (1954).
R. G. Severson, R. J. Rosscup, et al., J. Amer. Chem. Soc,79, 6540 (1957).
M. F. Shostakovskii, I. A. Shikhiev, and N. V. Komarov, Uspekhi khimii,26, 1087 (1957).
Ph. J. Campagna and H. W. Post, J. Organ. Chem.19, 1753 (1954).
A. D. Petrov, E. A. Chernyshev, and T. L. Krasnova, Dokl. AN SSSR140, 837 (1961).
V. V. Korshak, A. M. Polyakova, A. A. Sakharova, A. D. Petrov, and E. A. Chernyshev, Dokl. AN SSSR,119, 282 (1958).
B. I. Dolgov, N. P. Kharitonov, and M. G. Voronkov, Zh. obshch. khimii,24, 1178 (1954).
B. I. Dolgov, N. P. Kharitonov, N. E. Glushkova, and Yu. I. Khudobin, Zh. obshch. khimii.,28, 2710 (1958).
A. P. Terent'ev and A. I. Kireeva, Izv. AN SSSR. Otd. khim. n., 1951, 172.
A. J. Vogel, J. Chem. Soc., 1948, 1838; A. J. Vogel, et al., J. Chem. Soc. 1952, 514.
Ch. A. Burkhard, J. Amer. Chem. Soc.68, 2103 (1946).
K. A. Andrianov, V. E. Nikitenkov, and N. N. Sokolov, Izv. AN SSSR. Otd. khim. n., 1960, 1224.
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Glushkova, N.E., Kharitonov, N.P. Reaction of p-(trimethylsilyl)benzaldehyde with organomagnesium compounds. Russ Chem Bull 13, 66–70 (1964). https://doi.org/10.1007/BF01179569
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DOI: https://doi.org/10.1007/BF01179569