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Synthesis and structures of triphenylantimony oximates

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Abstract

The reactions of triphenylantimony or trimethylantimony with tert-butyl hydroperoxide in the presence of acetone oxime, acetophenone oxime, cyclohexanone oxime, or benzaldehyde oxime afforded monomeric triorganoantimony oximates Ph3Sb(ON=CMe2)2, Ph3Sb(ON=CMePh)2, Ph3Sb[ON=C(CH2)5]2, Ph3Sb(ON=CHPh)2, and Me3Sb(ON=CMe2)2 in 87—96% yields. X-ray diffraction analysis demonstrated that Ph3Sb(ON=CMe2)2 and Ph3Sb(ON=CHPh)2 have trigonal-bipyramidal structures. An analogous reaction with dimethylglyoxime gave rise to polymeric triphenylantimony dioximate in 96% yield. The reaction with butane-2,3-dione monoxime yielded chelate cyclic bis(triphenylantimony) oxides.

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References

  1. K. A. Kocheshkov, A. P. Skoldinov, and N. N. Zemlyanskii, Metody elementoorganicheskoi khimii. Sur´ma, vismut [Methods of Heteroorganic Chemistry. Antimony and Bismuth], Nauka, Moscow, 1976, 483 pp. (in Russian).

    Google Scholar 

  2. I. E. Pokrovskaya, V. A. Dodonov, Z. A. Starikova, E. N. Kanunnikova, T. M. Shchegoleva, and G. P. Lebedev, Zh. Obshch. Khim., 1981, 51, 1247 [J. Gen. Chem. USSR, 1981, 51 (Engl. Transl.)].

    Google Scholar 

  3. V. A. Dodonov, A. Yu. Fedorov, R. I. Usyatinskii, S. N. Zaburdyaeva, and A. V. Gushchin, Izv. Akad. Nauk, Ser. Khim., 1995, 748 [Russ. Chem. Bull., 1995, 44, 730 (Engl. Transl.)].

    Google Scholar 

  4. S. N. Zaburdyaeva, L. S. Korchemnaya, A. Yu. Fedorov, and V. A. Dodonov, Zh. Obshch. Khim., 1999, 69, 86 [Russ. J. Gen. Chem., 1999, 69 (Engl. Transl.)].

    Google Scholar 

  5. V. A. Dodonov, A. Yu. Fedorov, G. K. Fukin, S. N. Zaburdyaeva, L. N. Zakharov, and A. V. Ignatenko, Main Group Chemistry, 1999, 3, 15.

    Google Scholar 

  6. A. V. Gushchin, R. I. Usyatinsky, G. K. Fukin, V. A. Dodonov, and L. N. Zakharov, Main Group Chemistry, 1998, 2, 187.

    Google Scholar 

  7. V. K. Jain, R. Bohra, and R. C. Mehrotra, Inorg. Chim. Acta, 1981, 51, 191.

    Google Scholar 

  8. V. A. Dodonov and A. V. Gushchin, Izv. Akad. Nauk, Ser. Khim., 1993, 2043 [Russ. Chem. Bull., 1993, 42, 1955 (Engl. Transl.)].

  9. V. A. Dodonov, D. A. Gor´kaev, G. K. Fukin, A. V. Gushchin, and T. I. Starostina, Abstrs. School-Conference for Young Scientists, (Moscow, September 6-11, 1999), "Organometallic Chemistry Towards the 21st Century," Moscow, 1999, RY101.

  10. A. V. Gushchin, R. I. Usyatinskii, and V. A. Dodonov, Izv. Akad. Nauk, Ser. Khim., 1995, 154 [Russ. Chem. Bull., 1995, 44, 149 (Engl. Transl.)].

    Google Scholar 

  11. V. V. Sharutin, O. K. Sharutina, O. V. Molokova, S. I. Rokhmanenko, T. G. Troinina, D. B. Krivolapov, A. T. Gubaidullin, and I. A. Litvinov, Zh. Obshch. Khim., 2000, 70, 1990 [Russ. J. Gen. Chem., 2000, 70 (Engl. Transl.)].

    Google Scholar 

  12. K. V. Domasevitch, N. N. Gerasimchuk, and A. Mokhir, Inorg. Chem., 2000, 39, 1227.

    Google Scholar 

  13. E. V. Alekseevskii, R. K. Gol´ts, and A. P. Musakin, Kolichestvennyi analiz [Quantitative Analysis], Goskhimizdat, Leningrad, 1955, 135 pp. (in Russian).

    Google Scholar 

  14. S. V. Singh, S. Gupta, A. C. Ojha, and M. K. Rastogi, Ind. J. Chem., Sec. A, 1991, 30, 545.

    Google Scholar 

  15. O. K. Sharutina, Dr. Sci. (Chem.) Thesis, Blagoveshchensk State Pedagogical University, Irkutsk, 2001, 50 pp. (in Russian).

  16. V. Karnojitzki, Les Peroxides Organiques, Hermann, Paris, 1959, 152 pp.

    Google Scholar 

  17. Weygand-Hilgetag, Organischen-Chemischen Experimentierkunst, Johann Ambrosius Barth Verlag, Leipzig, 1964, 800 pp.

    Google Scholar 

  18. Organic Syntheses, Collective Volume 2, Blatt, New York, 1946.

  19. W. Robinson and G. M. Sheldrick, in Crystallographic Computing Techniques and New Technologies, Eds. N. W. Isaacs and M. R. Taylor, Oxford Univ. Press, Oxford (England), 1988, 366 pp.

    Google Scholar 

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Authors and Affiliations

  1. Nizhnii Novgorod State University, 23 prosp. Gagarina, 603950, Nizhnii Novgorod, Russian Federation

    V. A. Dodonov, A. V. Gushchin, D. A. Gor"kaev & T. I. Starostina

  2. Russian Academy of Sciences, G. A. Razuvaev Institute of Organometallic Chemistry, 49 ul. Tropinina, 603600, Nizhnii Novgorod, Russian Federation

    G. K. Fukin, L. N. Zakharov, Yu. A. Kurskii & A. S. Shavyrin

Authors
  1. V. A. Dodonov
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  2. A. V. Gushchin
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  3. D. A. Gor"kaev
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  4. G. K. Fukin
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  5. T. I. Starostina
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  6. L. N. Zakharov
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  7. Yu. A. Kurskii
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  8. A. S. Shavyrin
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Dodonov, V.A., Gushchin, A.V., Gor"kaev, D.A. et al. Synthesis and structures of triphenylantimony oximates. Russian Chemical Bulletin 51, 1051–1057 (2002). https://doi.org/10.1023/A:1019634307064

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