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Organoboron compounds 330. Cyclic coordination compounds of boron from 2-aminopyridine and carbonyl compounds

  • Organic Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    (Pyridylamino)dialkylboranesadd to the carbonyl group of aldehydes or ketones to form boron chelates, dialkylboryl-[2-(α-hydroxyalkyl) aminopyridinates].

  2. 2.

    Reaction of 2-aminopyridine, aldehydes (ketones), and diphenylborinic esters gives diphenylboryl-[2-(α-hydroxyalkyl) aminopyridinates].

  3. 3.

    We have synthesized a coordination compound of boron, dibutylboryl-[2-(carboxyamino)pyridinate], by reaction of (2-pyridylamino)dibutylborane with CO2.

  4. 4.

    The primary step in the electron-impact fragmentation of the synthetic chelates is loss from the molecular ion of the alkyl (aryl) group attached to boron.

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Literature cited

  1. V. A. Dorokhov and B. M. Mikhailov, Izv. Akad. Nauk SSSR, Ser. Khim., 246 (1977).

  2. P. Nelson and A. Pelter, J. Chem. Soc., 5142 (1965).

  3. T. Lewitt and A. Pelter, Nature,211, 299 (1966).

    Google Scholar 

  4. V. A. Dorokhov, O. G. Boldyreva, V. S. Bogdanov, and B. M. Mikhailov, Zh. Obshch. Khim.,42, 1558 (1972).

    Google Scholar 

  5. V. A. Dorokhov and B. M. Mikhailov, Izv. Akad. Nauk SSSR, Ser. Khim., 1895 (1972).

  6. V. A. Dorokhov and B. M. Mikhailov, Zh. Obshch. Khim.,44, 1281 (1974).

    Google Scholar 

  7. W. L. Cook and K. Niedenzu, Syn. React. Inorg. Metal-Org. Chem.,4, 53 (1974).

    Google Scholar 

  8. R. W. Layer, Chem. Rev.,63, 490 (1963).

    Google Scholar 

  9. V. A. Dorokhov, V. I. Seredenko, and B. M. Mikhailov, Zh. Obshch. Khim.,45, 1772 (1975).

    Google Scholar 

  10. A. R. Katritzky and R. A. Jones, J. Chem. Soc., 3674 (1959).

  11. I. I. Lapkin, G. A. Yuzhakova, and S. I. Shurov, Zh. Obshch. Khim.,45, 59 (1975).

    Google Scholar 

  12. Zh. S. Galuashvilli, I. P. Romm, E. N. Gur'yanova, I. M. Viktorova, N. I. Sheverdina, and K. A. Kocheshkov, Dokl. Akad. Nauk SSSR,207, 99 (1972).

    Google Scholar 

  13. P. Sochar, Acta Chim. Acad. Sci. Hung.,54, 91 (1967).

    Google Scholar 

  14. S.-O. Lawesson, G. Schroll, J. H. Bowie, and R. G. Cooks, Tetrahedron,24, 1875 (1968).

    Google Scholar 

  15. R. A. Khmel'nitskii, A. I. Kost, K. Kandal Reddi, and V. I. Vysotskii, Zh. Org. Khim.,5, 1153 (1969).

    Google Scholar 

  16. P. M. Draper and D. B. MacLean, Can. J. Chem.,48, 738 (1970).

    Google Scholar 

  17. A. Kirpal and E. Reiter, Ber.,60, 666 (1927).

    Google Scholar 

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Authors and Affiliations

  1. N. D. Zelinskii Institute of Organic Chemistry, Academy of Sciences of the USSR, Moscow

    V. A. Dorokhov, B. M. Zolotarev, O. S. Chizhov & B. M. Mikhailov

Authors
  1. V. A. Dorokhov
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  2. B. M. Zolotarev
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  3. O. S. Chizhov
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  4. B. M. Mikhailov
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Additional information

For part 329 see [1].

Translated from Izvestiya Akademiya Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1587–1593, July, 1977.

We thank L. I. Lavrinovich for assistance with the experiment.

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Dorokhov, V.A., Zolotarev, B.M., Chizhov, O.S. et al. Organoboron compounds 330. Cyclic coordination compounds of boron from 2-aminopyridine and carbonyl compounds. Russ Chem Bull 26, 1458–1463 (1977). https://doi.org/10.1007/BF00928528

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  • DOI: https://doi.org/10.1007/BF00928528

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