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Modeling the IR Spectra of Excited Quadrupole Molecules with Broken Symmetry in Polar Solvents

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Abstract

An approach is developed that allows estimation of excited quadrupole molecule parameters responsible for changes in vibration frequencies in states with symmetry breaking by charge transfer from time-resolved IR spectra. The approach is tested on a molecule like A-π-D-π-A composed of an electron-accepting group A coupled with electron-donating group D by means of π-conjugated bonds, a D pyrrolopyrrole core, and two cyanophenyl acceptors. The expression derived for the IR spectrum of a molecule with symmetry breaking is shown to perfectly describe experimental data. The numerical values of the parameters of asymmetry in a series of solvents with different polarities and the solvent-independent parameters of the molecule itself are determined.

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Fig. 1.
Scheme 1.
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REFERENCES

  1. C. le Droumaguet, O. Mongin, M. H. V. Werts, and M. Blanchard-Desce, Chem. Commun., 2802 (2005). https://doi.org/10.1039/B502585K

  2. N. Mataga, H. Yao, T. Okado, and W. Retting, J. Phys. Chem. 93, 3383 (1989). https://doi.org/10.1021/j100346a004

    Article  CAS  Google Scholar 

  3. J. J. Piet, W. Schuddeboom, B. R. Wegewijs, et al., J. Am. Chem. Soc. 123, 5337 (2001). https://doi.org/10.1021/ja004341o

    Article  CAS  PubMed  Google Scholar 

  4. W. Beljonne, E. Wenseleers, Z. Zojer, et al., Adv. Funct. Mater. 12, 631 (2002). https://doi.org/10.1002/1616-3028(20020916)12:9<631::AID-ADFM631>3.0.CO;2-W

    Article  CAS  Google Scholar 

  5. A. Kovalenko, J. L. P. Lustres, N. P. Ernsting, and W. Rettig, J. Phys. Chem. A 107, 10228 (2003). https://doi.org/10.1021/jp026802t

    Article  CAS  Google Scholar 

  6. D. Lewis, P. Daublain, L. Zhang, et al., J. Phys. Chem. B 112, 3838 (2008). https://doi.org/10.1021/jp710718p

    Article  CAS  PubMed  Google Scholar 

  7. S. Bhosale, A. L. Sisson, P. Talukdar, et al., Science (Washington, DC, U. S.) 313, 84 (2006). https://doi.org/10.1126/science.1126524

    Article  CAS  Google Scholar 

  8. N. Banerji, A. Furstenberg, S. Bhosale, et al., J. Phys. Chem. B 112, 8912 (2008). https://doi.org/10.1021/jp801276p

    Article  CAS  PubMed  Google Scholar 

  9. N. Banerji, G. Duvanel, A. Perez-Velasco, et al., J. Phys. Chem. A 113, 8202 (2009). https://doi.org/10.1021/jp903572r

    Article  CAS  PubMed  Google Scholar 

  10. J. M. Giaimo, A. V. Gusev, and M. R. Wasielewski, J. Am. Chem. Soc. 124, 8530 (2002). https://doi.org/10.1021/ja026422l

    Article  CAS  PubMed  Google Scholar 

  11. M. W. Holman, P. Yan, D. M. Adams, et al., J. Phys. Chem. A 109, 8548 (2005). https://doi.org/10.1021/jp0502050

    Article  CAS  PubMed  Google Scholar 

  12. H. Hu, O. V. Przhonska, F. Terenziani, et al., Phys. Chem. Chem. Phys. 15, 7666 (2013). https://doi.org/10.1039/C3CP50811K

    Article  CAS  PubMed  Google Scholar 

  13. C. Sissa, F. Delchiaro, F. D. Maiolo, et al., J. Chem. Phys. 141, 164317 (2014). https://doi.org/10.1063/1.4898710

    Article  CAS  PubMed  Google Scholar 

  14. A. Rebane, M. Drobizhev, N. S. Makarov, et al., J. Phys. Chem. A 118, 3749 (2014). https://doi.org/10.1021/jp5009658

    Article  CAS  PubMed  Google Scholar 

  15. C. Trinh, K. Kirlikovali, S. Das, et al., J. Phys. Chem. C 118, 21834 (2014). https://doi.org/10.1021/jp506855t

    Article  CAS  Google Scholar 

  16. B. Carlotti, E. Benassi, A. Spalletti, et al., Phys. Chem. Chem. Phys. 16, 13984 (2014). https://doi.org/10.1039/C4CP00631C

    Article  CAS  PubMed  Google Scholar 

  17. B. Carlotti, E. Benassi, C. G. Fortuna, et al., Chem. Phys. Chem. 17, 136 (2016). https://doi.org/10.1002/cphc.201500784

    Article  CAS  PubMed  Google Scholar 

  18. B. Dereka, A. Rosspeintner, Z. Li, et al., J. Am. Chem. Soc. 138, 4643 (2016). https://doi.org/10.1021/jacs.6b01362

    Article  CAS  PubMed  Google Scholar 

  19. B. Dereka, A. Rosspeintner, M. Krzeszewski, et al., Angew. Chem., Int. Ed. 55, 15624 (2016). https://doi.org/10.1002/anie.201608567

    Article  CAS  Google Scholar 

  20. B. Dereka, A. Rosspeintner, R. Stezycki, et al., J. Phys. Chem. Lett. 8, 6029 (2017). https://doi.org/10.1021/acs.jpclett.7b02944

    Article  CAS  PubMed  Google Scholar 

  21. B. Dereka and E. Vauthey, J. Phys. Chem. Lett. 8, 3927 (2017). https://doi.org/10.1021/acs.jpclett.7b01821

    Article  CAS  PubMed  Google Scholar 

  22. F. Terenziani, A. Painelli, C. Katan, et al., J. Am. Chem. Soc. 128, 15742 (2006). https://doi.org/10.1021/ja064521j

    Article  CAS  PubMed  Google Scholar 

  23. A. I. Ivanov, B. Dereka, and E. Vauthey, J. Chem. Phys. 146, 164306 (2017). https://doi.org/10.1063/1.4982067

    Article  CAS  PubMed  Google Scholar 

  24. A. I. Ivanov and V. G. Tkachev, J. Chem. Phys. 151, 124309 (2019). https://doi.org/10.1063/1.5116015

    Article  CAS  PubMed  Google Scholar 

  25. A. I. Ivanov, J. Phys. Chem. C 122, 29165 (2018). https://doi.org/10.1021/acs.jpcc.8b10985

    Article  CAS  Google Scholar 

  26. F. Colobert and J. Wencel-Delord, C-H Activation for Asymmetric Synthesis (Wiley-VCH, Weinheim, 2019).

    Book  Google Scholar 

  27. H. Pellissier, Asymmetric Metal Catalysis in Enantioselective Domino Reactions (Wiley-VCH, Weinheim, 2019).

    Book  Google Scholar 

  28. L. Onsager, J. Am. Chem. Soc. 58, 1486 (1936). https://doi.org/10.1021/ja01299a050

    Article  CAS  Google Scholar 

  29. B. Dereka, J. Helbing, and E. Vauthey, Angew. Chem., Int. Ed. 57, 17014 (2018). https://doi.org/10.1002/anie.201808324

    Article  CAS  Google Scholar 

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ACKNOWLEDGMENTS

The authors are grateful to Professor Eric Vauthey of the University of Geneva for providing the experimental data presented in Figs. 2 and 3.

Funding

This work was supported by the Russian Foundation for Basic Research and the Administration of the Volgograd oblast as part of scientific project no. 19-43-340003r_a.

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Authors and Affiliations

  1. Volgograd State University, 400062, Volgograd, Russia

    A. E. Nazarov & A. I. Ivanov

Authors
  1. A. E. Nazarov
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  2. A. I. Ivanov
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Correspondence to A. I. Ivanov.

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Translated by E. Glushachenkova

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Nazarov, A.E., Ivanov, A.I. Modeling the IR Spectra of Excited Quadrupole Molecules with Broken Symmetry in Polar Solvents. Russ. J. Phys. Chem. 94, 1607–1615 (2020). https://doi.org/10.1134/S003602442008021X

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