Synthesis of New Iminium Derivatives of Sulphonio-сloso-Decaborate Anion (Bu4N)[2-B10H9SC(NH2)R] (R = –CH3, –CH2CH3, –CH(CH3)2, –Ph, –PhCH3)

封面

如何引用文章

全文:

开放存取 开放存取
受限制的访问 ##reader.subscriptionAccessGranted##
受限制的访问 订阅存取

详细

New iminium derivatives of the sulfonio-closo-decaborate anion have been obtained in the form of tetrabutylammonium salts (Bu4N)[2-B10H9SC(NH2)R] (R = –CH3, –CH2CH3, –CH(CH3)2, –Ph, –PhCH3), in which the iminium group acts as a protective group and allows further modification of the boron cluster anion without acting the sulfonium group. The compounds have been studied by elemental analysis, IR and 11B, 1H, 13C NMR spectroscopies. The structure of compounds (Bu4N)[2-B10H9SC(NH2)CH3] and (Bu4N)[2-B10H9SC(NH2)Ph] has been confirmed by X-ray diffraction analysis. The yield of final compounds is >80%.

作者简介

A. Golubev

Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences

Email: golalekseival@mail.ru
119991, Moscow, Russia

A. Kubasov

Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences

Email: golalekseival@mail.ru
119991, Moscow, Russia

A. Lukoshkova

Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences

Email: golalekseival@mail.ru
119991, Moscow, Russia

N. Sarkisov

Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences; MIREA—Russian Technological University

Email: golalekseival@mail.ru
119991, Moscow, Russia; 119571, Moscow, Russia

I. Novikov

Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences; MIREA—Russian Technological University

Email: golalekseival@mail.ru
119991, Moscow, Russia; 119571, Moscow, Russia

P. Starodubets

Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences; Mendeleev University of Chemical Technology of Russia

Email: golalekseival@mail.ru
119991, Moscow, Russia; 125047, Moscow, Russia

A. Bykov

Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences

Email: golalekseival@mail.ru
119991, Moscow, Russia

A. Zhdanov

Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences

Email: golalekseival@mail.ru
119991, Moscow, Russia

K. Zhizhin

Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences

Email: golalekseival@mail.ru
119991, Moscow, Russia

N. Kuznetsov

Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences

编辑信件的主要联系方式.
Email: golalekseival@mail.ru
119991, Moscow, Russia

参考

  1. Dash B.P., Satapathy R., Maguire J.A. et al. // New J. Chem. 2011. V. 35. № 10. P. 1955. https://doi.org/10.1039/c1nj20228f
  2. Axtell J.C., Saleh L.M.A., Qian E.A. et al. // Inorg. Chem. 2018. V. 57. № 5. P. 2333. https://doi.org/10.1021/acs.inorgchem.7b02912
  3. Stogniy M.Y., Bogdanova E.V., Anufriev S.A. et al. // Russ. J. Inorg. Chem. 2022. V. 67. № 10. P. 1537. https://doi.org/10.1134/S0036023622600848
  4. Dash B.P., Satapathy R., Gaillard E.R. et al. // J. Am. Chem. Soc. 2010. V. 132. № 18. P. 6578. https://doi.org/10.1021/ja101845m
  5. Bae Y.S., Spokoyny A.M., Farha O.K. et al. // Chem. Commun. 2010. V. 46. № 20. P. 3478. https://doi.org/10.1039/b927499e
  6. Gao S., Zhu Y., Hosmane N. // Boron-Based Compd. Potential Emerg. Appl. Med. 2018. P. 371. https://doi.org/10.1002/9781119275602.ch3.4
  7. Jankowiak A., Kanazawa J., Kaszynski P. et al. // J. Organomet. Chem. 2013. V. 747. P. 195. https://doi.org/10.1016/j.jorganchem.2013.05.034
  8. Goossens K., Lava K., Bielawski C.W. et al. // Chem. Rev. 2016. V. 116. № 8. P. 4643. https://doi.org/10.1021/cr400334b
  9. Ali F., S Hosmane N., Zhu Y. // Molecules. 2020. V. 25. № 4. P. 828. https://doi.org/10.3390/molecules25040828
  10. Matveev E.Y., Garaev T.M., Novikov S.S. et al. // Russ. J. Inorg. Chem. 2023. V. 68. № 6. P. 670. https://doi.org/10.1134/S0036023623600533
  11. Sivaev I.B., Prikaznov A.V., Naoufal D. // Collect. Czech. Chem. Commun. 2010. V. 75. № 11. P. 1149. https://doi.org/10.1135/cccc2010054
  12. Nelyubin A.V., Klyukin I.N., Selivanov N.A. et al. // Russ. J. Inorg. Chem. 2023. V. 68. № 6. P. 658. https://doi.org/10.1134/S003602362360048X
  13. Voinova V.V., Klyukin I.N., Novikov A.S. et al. // Russ. J. Inorg. Chem. 2021. V. 66. № 3. P. 295. https://doi.org/10.1134/S0036023621030190
  14. Matveev E.Y., Retivov V.M., Razgonyaeva G.A. et al. // Russ. J. Inorg. Chem. 2011. V. 56. № 10. P. 1549. https://doi.org/10.1134/S0036023611100160
  15. Kubasov A.S., Turishev E.S., Golubev A.V. et al. // Inorg. Chim. Acta. 2020. V. 507. № March. P. 119589. https://doi.org/10.1016/j.ica.2020.119589
  16. Mindich A.L., Bokach N.A., Kuznetsov M.L. et al. // Chempluschem. 2012. V. 77. № 12. P. 1075. https://doi.org/10.1002/cplu.201200257
  17. Neumolotov N.K., Selivanov N.A., Bykov A.Y. et al. // Russ. J. Inorg. Chem. 2022. V. 67. № 10. P. 1583. https://doi.org/10.1134/S0036023622600861
  18. Ivanov S.V., Miller S.M., Anderson O.P. et al. // J. Am. Chem. Soc. 2003. V. 125. № 16. P. 4694. https://doi.org/10.1021/ja0296374
  19. Bolli C., Derendorf J., Jenne C. et al. // Eur. J. Inorg. Chem. 2017. V. 2017. № 38. P. 4552. https://doi.org/10.1002/ejic.201700620
  20. Warneke J., Konieczka S.Z., Hou G.L. et al. // Phys. Chem. Chem. Phys. 2019. V. 21. № 11. P. 5903. https://doi.org/10.1039/c8cp05313h
  21. Jankowiak A., Baliński A., Harvey J.E. et al. // J. Mater. Chem. C. 2013. V. 1. № 6. P. 1144. https://doi.org/10.1039/c2tc00547f
  22. Kaszyński P., Ringstrand B. // Angew. Chem. Int. Ed. 2015. V. 54. № 22. P. 6576. https://doi.org/10.1002/anie.201411858
  23. Voinova V.V., Selivanov N.A., Bykov A.Y. et al. // Russ. J. Inorg. Chem. 2023. V. 68. № 6. P. 678. https://doi.org/10.1134/S003602362360017X
  24. Schelhaas M., Waldmann H. // Angew. Chem. Int. Ed. 1996. V. 35. № 18. P. 2056. https://doi.org/10.1002/anie.199620561
  25. Bols M., Pedersen C.M. // Beilstein J. Org. Chem. 2017. V. 13. P. 93. https://doi.org/10.3762/bjoc.13.12
  26. Davies J.S., Higginbotham C.L., Tremeer E.J. et al. // J. Chem. Soc., Perkin Trans. 1992. № 22. P. 3043. https://doi.org/10.1039/p19920003043
  27. Dangerfield E.M., Plunkett C.H., Win-Mason A.L. et al. // J. Org. Chem. 2010. V. 75. № 16. P. 5470. https://doi.org/10.1021/jo100004c
  28. Reddy P.Y., Kondo S., Toru T. // J. Org. Chem. 1997. V. 62. № 8. P. 2652. https://doi.org/https://doi.org/10.1021/jo962202c
  29. Zeysing B., Gosch C., Terfort A. // Org. Lett. 2000. V. 2. № 13. P. 1843. https://doi.org/10.1021/ol0058902
  30. Greene T.W., Wuts P.G.M. // Protection for the Thiol Group, in: Prot. Groups Org. Synth., John Wiley, 1999: pp. 454–493. https://doi.org/10.1002/0471220574
  31. Kubasov A.S., Turishev E.S., Polyakova I.N. et al. // J. Organomet. Chem. 2017. V. 828. P. 106. https://doi.org/10.1016/j.jorganchem.2016.11.035
  32. Bruker, SAINT, Bruker AXS Inc.: Madison (WI), USA 2018 // n.d.
  33. Sheldrick G.M. // Acta Crystallogr., Sect. C: Struct. Chem. 2015. V. 71. P. 3. https://doi.org/10.1107/S2053229614024218
  34. Krause L., Herbst-Irmer R., Sheldrick G.M. et al. // J. Appl. Crystallogr. 2015. V. 48. № 1. P. 3. https://doi.org/10.1107/S1600576714022985
  35. Dolomanov O.V., Bourhis L.J., Gildea R.J. et al. // J. Appl. Crystallogr. 2009. V. 42. № 2. P. 339. https://doi.org/10.1107/S0021889808042726
  36. Spackman P.R., Turner M.J., McKinnon J.J. et al. // J. Appl. Crystallogr. 2021. V. 54. P. 1006. https://doi.org/10.1107/S1600576721002910
  37. Kubasov A.S., Golubev A.V., Bykov A.Y. et al. // J. Mol. Struct. 2021. V. 1241. P. 130591. https://doi.org/10.1016/j.molstruc.2021.130591
  38. Ali M.O., Lasseter J.C., Żurawiński R. et al. // Chem. – A Eur. J. 2019. V. 25. № 10. P. 2616. https://doi.org/10.1002/chem.201805392
  39. Kultyshev R.G., Liu J., Meyers E.A. et al. // Inorg. Chem. 2000. V. 39. № 15. P. 3333. https://doi.org/10.1021/ic000198o
  40. Axhausen J., Ritter C., Lux K. et al. // Z. Anorg. Allg. Chem. 2013. V. 639. № 1. P. 65. https://doi.org/10.1002/zaac.201200419
  41. Chang H.C., Hsu Y.C., Chen C.H. et al. // Dalton Trans. 2015. V. 44. № 48. P. 20808. https://doi.org/10.1039/c5dt03316k

补充文件

附件文件
动作
1. JATS XML
2.

下载 (54KB)
3.

下载 (184KB)
4.

下载 (139KB)
5.

下载 (378KB)
6.

下载 (1MB)
7.

下载 (828KB)

版权所有 © А.В. Голубев, А.С. Кубасов, А.А. Лукошкова, Н.А. Саркисов, И.В. Новиков, П.А. Стародубец, А.Ю. Быков, А.П. Жданов, К.Ю. Жижин, Н.Т. Кузнецов, 2023

##common.cookie##