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Molecular Physics
An International Journal at the Interface Between Chemistry and Physics
Volume 122, 2024 - Issue 6
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Research Article

Solvation effect on photophysical properties and ESIPT behaviours for 2-benzooxazol-2-yl-6-thiophen-2-yl-phenol fluorophore: a theoretical study

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Article: e2262062 | Received 28 Aug 2023, Accepted 15 Sep 2023, Published online: 26 Sep 2023

References

  • X. Zhang, L. Chi, S. Ji, Y. Wu, P. Song, K. Han, H. Guo, T. James, and J. Zhao, J. Am. Chem. Soc. 131, 17452–17463 (2009). https://doi.org/10.1021/ja9060646
  • C. Cramer and D. Truhlar, Acc. Chem. Res. 41, 760–768 (2008). https://doi.org/10.1021/ar800019z
  • J. Tomasi and M. Persico, Chem. Rev. 94, 2027–2094 (1994). https://doi.org/10.1021/cr00031a013
  • G. Zhao and K. Han, J. Phys. Chem. A. 111, 2469–2474 (2007). https://doi.org/10.1021/jp068420j
  • Y. Liu, J. Ding, R. Liu, D. Shi, and J. Sun, J. Comput. Chem. 30, 2723–2727 (2009). https://doi.org/10.1002/jcc.21297
  • G. Zhao and K. Han, J. Phys. Chem. A. 111, 9218–9223 (2007). https://doi.org/10.1021/jp0719659
  • H. Li, H. Yin, X. Liu, Y. Shi, M. Jin, and D. Ding, Spectrochim. Acta A. 184, 270–276 (2017). https://doi.org/10.1016/j.saa.2017.05.027
  • G. Zhao, J. Liu, L. Zhou, and K. Han, J. Phys. Chem. B. 111, 8940–8945 (2007). https://doi.org/10.1021/jp0734530
  • C. Miao and Y. Shi, J. Comput. Chem. 32, 3058–3061 (2011). https://doi.org/10.1002/jcc.21888
  • G. Zhao and K. Han, Acc. Chem. Res. 45, 404–413 (2012). https://doi.org/10.1021/ar200135h
  • X. Liang, Z. Zhang, and H. Fang, J. Mol. Struct. 1276, 134693 (2023). https://doi.org/10.1016/j.molstruc.2022.134693
  • Y. Liu, Z. Tang, Y. Wang, J. Tian, X. Fei, F. Cao, and G. Li, Spectrochim. Acta A. 187, 163–167 (2017). https://doi.org/10.1016/j.saa.2017.06.052
  • J. Zhao, and C. Liu, Molecules. 28, 5951 (2023). https://doi.org/10.3390/molecules28165951
  • H. Yin, B. Li, X. Zhao, Y. Liu, Y. Shi, and D. Ding, Dyes Pigm. 201, 110192 (2022). https://doi.org/10.1016/j.dyepig.2022.110192
  • G. Zhao, Y. Yang, C. Zhang, Y. Song, and Y. Li, J. Lumin. 230, 117741 (2021). https://doi.org/10.1016/j.jlumin.2020.117741
  • J. Zhao, J. Chen, Y. Cui, J. Wang, L. Xia, Y. Dai, P. Song, and F. Ma, Phys. Chem. Chem. Phys. 17, 1142–1150 (2015). https://doi.org/10.1039/C4CP04135F
  • P. Zhou, P. Li, Y. Zhao, and K. Han, J. Phys. Chem. Lett. 10, 6929–6935 (2019). https://doi.org/10.1021/acs.jpclett.9b02922
  • H. Li, Y. Shi, H. Yin, Y. Wang, L. Cong, M. Jin, and D. Ding, Spectrochim. Acta A. 141, 211–215 (2015). https://doi.org/10.1016/j.saa.2015.01.060
  • Y. Yang, D. Li, C. Li, Y. Liu, and K. Jiang, J. Hazard. Mater. 341, 93–101 (2018). https://doi.org/10.1016/j.jhazmat.2017.07.052
  • D. Yang, G. Yang, M. Jia, X. Song, and Q. Zhang, J. Lumin. 203, 35–40 (2018). https://doi.org/10.1016/j.jlumin.2018.06.027
  • H. Zhan, H. Zhang, J. Jiang, Y. Wang, X. Fei, and J. Tian, Chin. Phys. B. 31, 038201 (2022). https://doi.org/10.1088/1674-1056/ac29ad
  • G. Sun and H. Fang, Struct. Chem. 33, 335–349 (2021). https://doi.org/10.1007/s11224-021-01848-1
  • K. Wen, X. Guo, and J. Zhang, Mol. Phys. 117, 804–812 (2019). https://doi.org/10.1080/00268976.2018.1542169
  • X. Luo, W. Shi, Y. Yang, and Y. Li, J. Mol. Liq. 322, 114886 (2021). https://doi.org/10.1016/j.molliq.2020.114886
  • P. Zhou and K. Han, Acc. Chem. Res. 51, 1681–1690 (2018). https://doi.org/10.1021/acs.accounts.8b00172
  • J. Huang and H. Ma, Org. Chem. Front. 5, 2749–2753 (2018). https://doi.org/10.1039/C8QO00628H
  • S. Su, G. Sun, X. Liang, and H. Fang, J. Photochem. Photobiol. A. 422, 113548 (2021). https://doi.org/10.1016/j.jphotochem.2021.113548
  • J. Li, Y. Luo, and J. Zhang, Spectrochim. Acta A. 205, 520–527 (2018). https://doi.org/10.1016/j.saa.2018.07.074
  • Y. Yang, Q. Zhang, Y. Liu, Z. Jiang, C. Qin, K. Jiang, and Y. Liu, J. Lumin. 248, 118922 (2022). https://doi.org/10.1016/j.jlumin.2022.118922
  • H. Zhang, Z. Li, J. Liu, and Y. Wang, J. Mol. Liq. 361, 119555 (2022). https://doi.org/10.1016/j.molliq.2022.119555
  • Y. Li, Y. Yang, and Y. Ding, Sci. Rep. 7, 1574 (2017). https://doi.org/10.1038/s41598-017-01780-7
  • P. Zhou and K. Han, Aggregate. 3, 160 (2022). https://doi.org/10.1002/agt2.160
  • D. Yang, M. Jia, J. Wu, and X. Song, Sci. Rep. 7, 11728 (2017). https://doi.org/10.1038/s41598-017-12146-4
  • X. Liu, J. Liu, J. Jiang, and Y. Wang, Comput. Theor. Chem. 1220, 113978 (2023). https://doi.org/10.1016/j.comptc.2022.113978
  • D. Yang, F. Zhao, R. Zheng, Y. Wang, and J. Lv, Theor. Chem. Acc. 134, 62 (2015). https://doi.org/10.1007/s00214-015-1664-0
  • M. Gil and J. Waluk, J. Am. Chem. Soc. 129, 1335–1341 (2007). https://doi.org/10.1021/ja066976e
  • A. Ohshima, A. Momotake, and T. Arai, Tetrahedron Lett. 45, 9377–9381 (2004). https://doi.org/10.1016/j.tetlet.2004.10.115
  • M. Taki, J. Wolford, and T. Ohalloran, J. Am. Chem. Soc. 126, 712–713 (2004). https://doi.org/10.1021/ja039073j
  • T. Pariat, T. Stoerkler, C. Diguet, A. Laurent, D. Jacquemin, G. Ulrich, and J. Massue, J. Org. Chem. 86, 17606–17619 (2021). https://doi.org/10.1021/acs.joc.1c01698
  • S. Yin, Y. Liu, W. Zhang, M. Guo, and P. Song, J. Comput. Chem. 31, 2056–2062 (2010).
  • M. Ni and H. Fang, J. Phys. Org. Chem. 33, 4109 (2020). https://doi.org/10.1002/poc.4109
  • Y. Yang, Y. Liu, B. Feng, H. Zhang, C. Qin, K. Yu, K. Jiang, and Y. Liu, J. Lumin. 242, 118591 (2022). https://doi.org/10.1016/j.jlumin.2021.118591
  • G. Zhao and K. Han, Phys. Chem. Chem. Phys. 12, 8914–8918 (2010). https://doi.org/10.1039/b924549a
  • M. Frisch, G. Trucks, H. Schlegel, G. Scuseria, M. Robb, J. Cheeseman, G. Scalmani, V. Barone, G. Petersson, H. Nakatsuji, X. Li, M. Caricato, A. Marenich, J. Bloino, B. Janesko, R. Gomperts, B. Mennucci, H. Hratchian, J. Ortiz, A. Izmaylov, J. Sonnenberg, D. Williams-Young, F. Ding, F. Lipparini, F. Egidi, J. Goings, B. Peng, A. Petrone, T. Henderson, D. Ranasinghe, V. Zakrzewski, J. Gao, N. Rega, G. Zheng, W. Liang, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, T. Vreven, K. Throssell, J. Montgomery, J. Peralta, F. Ogliaro, M. Bearpark, J. Heyd, E. Brothers, K. Kudin, V. Staroverov, T. Keith, R. Kobayashi, J. Normand, K. Raghavachari, A. Rendell, J. Burant, S. Iyengar, J. Tomasi, M. Cossi, J. Millam, M. Klene, C. Adamo, R. Cammi, J. Ochterski, R. Martin, K. Morokuma, O. Farkas, J. Foresman, and D. Fox, Gaussian 16, Revision A. 03 (Gaussian, Inc., Wallingford, CT, 2016).
  • A. Becke, J. Chem. Phys. 98, 5648–5652 (1993). https://doi.org/10.1063/1.464913
  • Y. Zhao and D. Truhlar, Theor. Chem. Acc. 120, 215–241 (2008). https://doi.org/10.1007/s00214-007-0310-x
  • D. Feller, J. Comput. Chem. 17, 1571–1586 (1996).
  • S. Grimme, J. Antony, S. Ehrlich, and H. Krieg, J. Chem. Phys. 132, 154104 (2010). https://doi.org/10.1063/1.3382344
  • B. Mennucci, E. Cances, and J. Tomasi, J. Phys. Chem. B. 101, 10506–10517 (1997). https://doi.org/10.1021/jp971959k
  • R. Cammi and J. Tomasi, J. Comput. Chem. 16, 1449–1458 (1995). https://doi.org/10.1002/jcc.540161202
  • S. Miertus, E. Scrocco, and J. Tomasi, Chem. Phys. 55, 117–129 (1981). https://doi.org/10.1016/0301-0104(81)85090-2
  • E. Cances, B. Mennucci, and J. Tomasi, J. Chem. Phys. 107, 3032–3041 (1997). https://doi.org/10.1063/1.474659
  • F. Fuster and B. Silvi, Theor. Chem. Acc. 104, 13–21 (2000). https://doi.org/10.1007/s002149900100
  • T. Lu and F. Chen, J. Comput. Chem. 33, 580–592 (2012). https://doi.org/10.1002/jcc.22885
  • R. Bader and H. Essen, J. Chem. Phys. 80, 1943–1960 (1984). https://doi.org/10.1063/1.446956
  • S. Emamian, T. Lu, H. Kruse, and H. Emamian, J. Comput. Chem. 40, 2868–2881 (2019). https://doi.org/10.1002/jcc.26068
  • J. Huang, K. Yu, H. Ma, S. Chai, and B. Dong, Dyes Pigm. 141, 441–447 (2017). https://doi.org/10.1016/j.dyepig.2017.02.047
  • J. Zhang, Y. Li, and X. Guo, Theor. Chem. Acc. 135, 72 (2016). https://doi.org/10.1007/s00214-016-1827-7
  • H. Zhuang, W. Shi, G. Zhao, Y. Yang, and Y. Li, Spectrochim. Acta A. 282, 121650 (2022). https://doi.org/10.1016/j.saa.2022.121650
  • P. Zhou, Z. Tang, P. Li, and J. Liu, J. Phys. Chem. Lett. 12, 6478–6485 (2021). https://doi.org/10.1021/acs.jpclett.1c01774
  • Y. Yang, Y. Liu, H. Zhai, X. Jia, Y. He, Q. Ma, R. Zhang, Y. Liu, and K. Jiang, J. Lumin. 223, 117224 (2020). https://doi.org/10.1016/j.jlumin.2020.117224
  • T. Bahers, C. Adamo, and I. Ciofini, J. Chem. Theory Comput. 7, 2498–2506 (2011). https://doi.org/10.1021/ct200308m
  • Y. Yang, X. Luo, F. Ma, and Y. Li, Spectrochim. Acta A. 250, 119375 (2021). https://doi.org/10.1016/j.saa.2020.119375
  • L. Yang, D. Zhang, M. Wang, and Y. Yang, Spectrochim. Acta A. 293, 122475 (2023). https://doi.org/10.1016/j.saa.2023.122475
  • S. Luber, K. Adamczyk, E. Nibbering, and V. Batista, J. Phys. Chem. A. 117, 5269–5279 (2013). https://doi.org/10.1021/jp403342w
  • A. Demchenko, K. Tang, and P. Chou, Chem. Soc. Rev. 42, 1379–1408 (2013). https://doi.org/10.1039/C2CS35195A
  • J. Zhao, P. Song, L. Feng, X. Wang, and Z. Tang, J. Mol. Liq. 380, 121763 (2023). https://doi.org/10.1016/j.molliq.2023.121763
  • J. Huang, F. Lin, S. Cheng, and H. Ma, J. Phys. Chem. A. 127, 966–972 (2023). https://doi.org/10.1021/acs.jpca.2c08542
  • J. Zhao, B. Jin, and Z. Tang, Phys. Chem. Chem. Phys. 24, 27660–27669 (2022). https://doi.org/10.1039/D2CP03828E
  • C. Peng, J. Shen, Y. Chen, P. Wu, W. Hung, W. Hu, and P. Chou, J. Am. Chem. Soc. 137, 14349–14357 (2015). https://doi.org/10.1021/jacs.5b08562
  • H. Schlegel, J. Comput. Chem. 3, 214–218 (1982). https://doi.org/10.1002/jcc.540030212

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