A New Approach to the Synthesis of Dialkyl(Trimethylsilyl)Phosphites

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Abstract

Dialkyl (trimethylsilyl) phosphites of various structures were synthesized in high yields (87–92%) by the interaction of dialkyl phosphites of various structures with hexamethyldisilazane at 20°C and in the presence of ZnCl2 . The reaction is completed in 0.5 hours and does not require the use of specially prepared solvents 2 or an inert atmosphere. The initial hydrophosphites were synthesized by the transesterification reaction of dimethylphosphite with alcohols in the presence of 0.5 mol.% ZnSO4 at 110–120°C. 4

About the authors

V. P. Morgalyuk

Federal state budgetary institution of science "A. N. Nesmeyanov Institute of Organoelement Compounds", Russian Academy of Sciences

Email: morgaliuk@mail.ru
ORCID iD: 0000-0001-9845-549X
ul. Vavilova 28, Moscow, 119991, Russia

T. V. Strelkova

Federal state budgetary institution of science "A. N. Nesmeyanov Institute of Organoelement Compounds", Russian Academy of Sciences

Email: morgaliuk@mail.ru
ORCID iD: 0000-0002-3485-2936
ul. Vavilova 28, Moscow, 119991, Russia

R. U. Takazova

Federal state budgetary institution of science "A. N. Nesmeyanov Institute of Organoelement Compounds", Russian Academy of Sciences

Email: morgaliuk@mail.ru
ORCID iD: 0000-0003-3945-9233
ul. Vavilova 28, Moscow, 119991, Russia

A. G. Buyanovskaya

Federal state budgetary institution of science "A. N. Nesmeyanov Institute of Organoelement Compounds", Russian Academy of Sciences

Email: morgaliuk@mail.ru
ORCID iD: 0000-0003-4963-3979
ul. Vavilova 28, Moscow, 119991, Russia

V. K. Brel

Federal state budgetary institution of science "A. N. Nesmeyanov Institute of Organoelement Compounds", Russian Academy of Sciences

Email: morgaliuk@mail.ru
ORCID iD: 0000-0003-4645-3251
ul. Vavilova 28, Moscow, 119991, Russia

References

  1. Savignac P., Iorga B. Modern Phosphonate Chemistry. Boca Raton. London. New York. Washington: CRC PRESS. 2003. P. 31–49.
  2. Morgalyuk V.P., Strelkova T.V., Nifant’ev E.E, Brel V.K. Mendeleev Commun. 2016, 26, 397. http://doi.org/10.1016/j.mencom.2016.09.010
  3. Guin J., Souram W., van Gemmeren M., List B. Ang. Chem., Int. Ed. 2015, 54, 355–358. http://doi.org/10.1002/anie.201409411
  4. Issleib K., Walther B. Ang. Chem., Int. Ed. 1967, 6, 88. http://doi.org/10.1002/anie.196700881
  5. Balszuweit A., Issleib K., Stiebitz B., Thust O., Pallas M., Günther E. Пат. DD 243 500 A1 (ГДР), 1987. C. A. 1987, 107, 176233.
  6. Hammerschmidt F., Zbiral E. Monatsh. Chem. 1980, 111, 1015–1023. http://doi.org/10.1007/BF00909658
  7. Morgalyuk V.P., Strelkova T.V., Brel V.K. Monatsh. Chem. 2019, 150, 1993–1997. http://doi.org/10.1007/s00706-019-02511-6
  8. Morgalyuk V.P., Strelkova T.V., Nifant’ev E.E., Brel V.K. Phosp. Sulf. Relat. Elem. 2016, 191, 1462–1463. http://doi.org/10.1080/10 426507.2016.12120 40
  9. Моргалюк В.П., Стрелкова Т.В., Буяновская А.Г., Брель В.К. ЖОрХ. 2019, 55, 1469–1471. [Morgalyuk V.P., Strelkova T.V., Buyanovskaya A.G., Brel V.K. Russ. J. Org. Chem. 2019, 55, 1442–1443.] http://doi.org/10.1134/S1070428019090276
  10. Моргалюк В.П., Стрелкова Т.В., Таказова Р.У., Буяновская А.Г., Брель В.К. ЖОрХ. 2023, 59, 1084–1090. [Morgalyuk V.P., Strelkova T.V., Takazova R.U., Buyanovskaya A.G., Brel V.K. Russ. J. Org. Chem. 2023, 59, 1358–1362.] http://doi.org/10.1134/S1070428023080109
  11. Beilst. H. 2, 183–185.
  12. Имаев М.Г., Масленников В.Г., Горина В.М., Крашенинникова О.С. ЖОХ. 1965, 35, 75–79. [Imaev M.G., Maslennikov V.G., Gorina V.M., Krasheninnikova O.S. Zh. Obshch. Khim. 1965, 35, 75–77.]
  13. Zh. Li, Ch. Zhu, Zh. Y. Phosp., Sulf., Sil., Rel. Elem. 1994, 86, 229–232. http://doi.org/10.1080/10426509408018408
  14. Чернышев Е.А., Бугеренко Е.Ф., Акатьева А.С., Наумов А.Д. ЖОХ. 1975, 45, 242–243. [Chernyshev E.A., Bugerenko E.F., Akat’eva A.S., Naumov A.D. Zh. Obshch. Khim. 1975, 45, 242–243.]
  15. Гареев Р.Д., Логинова Г.М., Пудовик А.Н. ЖОХ. 1978, 48, 1688–1698. [Gareev R.D., Loginova G.M., Pudovik A.N. J. Gen. Chem. USSR. 1978, 48, 1544–1552.] 1544–1552.]
  16. Morita I., Chokai Sh., Tsuda M., Kise M., Sugiyama M. Chem. Pharm. Bull. 1988, 36, 1135–1138. http://doi.org/10.1248/cpb.36.1135
  17. Barthel W.F., Giang P.A., Smith S.A. J. Am. Chem. Soc. 1954, 76, 4186–4187. http://doi.org/10.1021/ja01645a0 46
  18. Cook H.G., Saunders B.C., Smith F.E. J. Chem. Soc. 1949, 75, 635–638. http://doi.org/10.1039/JR9490000635
  19. Walsh E.N. J. Am. Chem. Soc. 1959, 81, 3023–3026. http://doi.org/10.1021/ja01521a028
  20. Lin W.O., Vieira A.F., Cano F.B., Coutinho E. De S. Phosp. Sulf. Relat. Elem. 2008, 183 (5), 1209–1217. http://doi.org/10.1080/10 426500701613097
  21. Maffei M., Buono G. Tetrahedron. 2003, 59, 8821–8825. http://doi.org/10.1016/j.tet.2003.08.067

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