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Addition of carbon dioxide to epoxides catalyzed by the mixtures of α-amino acids and iodine

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Abstract

We found a group of available and efficient catalysts for the addition reaction of CO2 to epoxides, which was formed by simple mixing of molecular iodine with α-amino acids. Analysis of the spectral characteristics of the proline—iodine mixture, which showed the highest activity, suggests its existence as an equilibrium structure such as [proline—I]+I.

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References

  1. C. Le Quere, R. B. Jackson, M. W. Jones, A. J. P. Smith, S. Abernethy, R. M. Andrew, A. J. De-Gol, D. R. Willis, Y. Shan, J. G. Canadell, P. Friedlingstein, F. Creutzig, G. P. Peters, Nat. Clim. Change, 2020, 10, 647; DOI: https://doi.org/10.1038/s41558-020-0797-x.

    Article  CAS  Google Scholar 

  2. E. J. Beckman, J. Supercrit. Fluids, 2004, 28, 121; DOI: https://doi.org/10.1016/S0896-8446(03)00029-9.

    Article  CAS  Google Scholar 

  3. A. van Itterbeek, K. de Clippeleir, Physica, 1947, 13, 459; DOI: https://doi.org/10.1016/0031-8914(47)90033-5.

    Article  CAS  Google Scholar 

  4. S. Dabral, T. Schaub, Adv. Synth. Catal., 2019, 361, 223; DOI: https://doi.org/10.1002/adsc.201801215.

    Article  CAS  Google Scholar 

  5. C. Calabrese, F. Giacalone, C. Aprile, Catalysts, 2019, 9, 325; DOI: https://doi.org/10.3390/catal9040325.

    Article  Google Scholar 

  6. A. J. Kamphuis, F. Picchioni, P. P. Pescarmona, Green Chem., 2019, 21, 406; DOI: https://doi.org/10.1039/C8GC03086C.

    Article  CAS  Google Scholar 

  7. L. Guo, K. J. Lamb, M. North, Green Chem., 2021, 23, 77; DOI: https://doi.org/10.1039/D0GC03465G.

    Article  CAS  Google Scholar 

  8. S. E. Lyubimov, A. A. Zvinchuk, B. Chowdhury, Russ. Chem. Bull., 2021, 70, 1324; DOI: https://doi.org/10.1007/s11172-021-3218-z.

    Article  CAS  Google Scholar 

  9. S. E. Lyubimov, A. A. Zvinchuk, M. V. Sokolovskaya, V. A. Davankov, B. Chowdhury, P. V. Zhemchugov, A. V. Arzumanyan, Appl. Catal. A, Gen., 2020, 592, 117433; DOI: https://doi.org/10.1016/j.apcata.2020.117433.

    Article  CAS  Google Scholar 

  10. Y. Qi, W. Cheng, F. Xu, S. Chen, S. Zhang, Synth. Commun., 2018, 48, 876; DOI: https://doi.org/10.1080/00397911.2017.1339802.

    Article  CAS  Google Scholar 

  11. J. D. Comins, T. P. Nguyen, M.-A. Pariselle, S. Lefrant, A. M. T. Allen, Radiat. Eff. Defects Solids., 1995, 134, 437; DOI: https://doi.org/10.1080/10420159508227264.

    Article  CAS  Google Scholar 

  12. E. M. Nour, L. H. Chen, J. Laane, J. Phys. Chem., 1986, 90, 2841; DOI: https://doi.org/10.1021/j100404a014.

    Article  CAS  Google Scholar 

  13. W. Kiefer, H. J. Bernstein, J. Raman Spectrosc., 1973, 1, 417; DOI: https://doi.org/10.1002/jrs.1250010502.

    Article  CAS  Google Scholar 

  14. H. D. Bist, W. B. Person, J. Phys. Chem., 1969, 73, 482; DOI: https://doi.org/10.1021/j100723a003.

    Article  CAS  Google Scholar 

  15. P. Boule, J. Am. Chem. Soc., 1968, 90, 517; DOI: https://doi.org/10.1021/ja01004a070.

    Article  CAS  Google Scholar 

  16. S. Kobinata, S. Nagakura, J. Am. Chem. Soc., 1968, 88, 3905; DOI: https://doi.org/10.1021/ja00969a003.

    Article  Google Scholar 

  17. R. S. Mulliken, J. Am. Chem. Soc., 1969, 91, 1237; DOI: https://doi.org/10.1021/ja01033a046.

    Article  CAS  Google Scholar 

  18. H. Tsubomura, S. Nagakura, J. Chem. Phys., 1957, 27, 819; DOI: https://doi.org/10.1063/1.1743845.

    Article  CAS  Google Scholar 

  19. C. Reid, R. S. Mulliken, J. Am. Chem. Soc., 1954, 76, 3869; DOI: https://doi.org/10.1021/ja01644a001.

    Article  CAS  Google Scholar 

  20. J. R. Sabin, J. Mol. Struct., 1971, 7, 407; DOI: https://doi.org/10.1016/0022-2860(71)87011-4.

    Article  CAS  Google Scholar 

  21. S. Aronson, S. Wilensky, T.-I. Yeh, D. Degraf, G. Wieder, Can. J. Chem., 1986, 64, 2060; DOI: https://doi.org/10.1139/V86-340.

    Article  CAS  Google Scholar 

  22. M. Tuikka, M. Haukka, Acta Crystallogr., 2015, 71, o463; DOI: https://doi.org/10.1107/S2056989015010518.

    CAS  Google Scholar 

  23. E. M. Karlsen, J. Spanget-Larsen, Chem. Phys. Lett., 2009, 473, 227; DOI: https://doi.org/10.1016/j.cplett.2009.04.005.

    Article  CAS  Google Scholar 

  24. B. S. Vachan, M. Karuppasamy, P. Vinoth, S. V. Kumar, S. Perumal, V. Sridharan, J. C. Menendez, Adv. Synth. Catal., 2020, 362, 87; DOI: https://doi.org/10.1002/adsc.201900558.

    Article  CAS  Google Scholar 

  25. H. Zhou, G.-X. Wang, W.-Z. Zhang, X.-B. Lu, ACS Catal., 2015, 5, 6773; DOI: https://doi.org/10.1021/acscatal.5b01409.

    Article  CAS  Google Scholar 

  26. P. A. Carvalho, J. W. Comerford, K. J. Lamb, M. North, P. S. Reiss, Adv. Synth. Catal., 2019, 361, 345; DOI: https://doi.org/10.1002/adsc.201801229.

    Article  CAS  Google Scholar 

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Funding

This work was financially supported by the Russian Science Foundation (Project No. 19-43-02031).

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Correspondence to S. E. Lyubimov or B. Chowdhury.

Additional information

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 2, pp. 408–411, February, 2022.

The authors are grateful to the Center for Molecular Structure Studies at the A. N. Nesmeyanov Institute of Organoelement Compounds of the Russian Academy of Sciences of the Ministry of Science and Higher Education of the Russian Federation for conducting analyses by Raman spectroscopy and valuable advices.

No human or animal subjects were used in this research.

The authors declare no competing interests.

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Lyubimov, S.E., Cherkasova, P.V., Aysin, R.R. et al. Addition of carbon dioxide to epoxides catalyzed by the mixtures of α-amino acids and iodine. Russ Chem Bull 71, 408–411 (2022). https://doi.org/10.1007/s11172-022-3427-0

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  • DOI: https://doi.org/10.1007/s11172-022-3427-0

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