Browse > Article
http://dx.doi.org/10.5012/jkcs.2011.55.3.385

Hydrogen Bonding Dynamics of Phenol-(H2O)2 Cluster in the Electronic Excited State: a DFT/TDDFT Study  

Wang, Se (State Key Laboratory of Fine Chemicals, School of Chemical Engineering, Dalian University of Technology)
Hao, Ce (State Key Laboratory of Fine Chemicals, School of Chemical Engineering, Dalian University of Technology)
Wang, Dandan (State Key Laboratory of Fine Chemicals, School of Chemical Engineering, Dalian University of Technology)
Dong, Hong (State Key Laboratory of Fine Chemicals, School of Chemical Engineering, Dalian University of Technology)
Qiu, Jieshan (State Key Laboratory of Fine Chemicals, School of Chemical Engineering, Dalian University of Technology)
Publication Information
Journal of the Korean Chemical Society / v.55, no.3, 2011 , pp. 385-391 More about this Journal
Abstract
The time-dependent density functional theory (TDDFT) method has been carried out to investigate the excitedstate hydrogen-bonding dynamics of phenol-$(H_2O)_2$ complex. The geometric structures and infrared (IR) spectra in ground state and different electronically excited states ($S_1$ and $T_1$) of the hydrogen-bonded complex have been calculated using the density functional theory (DFT) and TDDFT method. A ring of three hydrogen bonds is formed between phenol and two water molecules. We have demonstrated that the intermolecular hydrogen bond $O_1-H_2{\cdots}O_3-H$ of the three hydrogen bonds is strengthened in $S_1$ and $T_1$ states. In contrast, the hydrogen bond $O_5-H_6{\cdots}O_1-H$ is weakened in $S_1$ and $T_1$ states. These results are obtained by theoretically monitoring the changes of the bond lengths of the hydrogen bonds and hydrogen-bonding groups in different electronic states. The hydrogen bond $O_1-H_2{\cdots}O_3-H$ strengthening in both the $S_1$ and $T_1$ states is confirmed by the calculated stretching vibrational mode of O-H (phenol) being red-shifted upon photoexcitation. The hydrogen bond strengthening and weakening behavior in electronically excited states may exist in other ring structures of phenol-$(H_2O)_n$.
Keywords
Hydrogen bond; Excited state; Electronic spectra; Vibrational spectra;
Citations & Related Records
Times Cited By KSCI : 1  (Citation Analysis)
Times Cited By SCOPUS : 0
연도 인용수 순위
1 Lipert, R. J.; Colson, S. D. J. Phys. Chem. 1990, 94, 2358.   DOI
2 Becke, A. D. J. Chem. Phys. 1993, 98, 5648.   DOI
3 Ahlrichs, R.; Bar, M.; Haser, M.; Horn, H.; Kolmel, C. Chem. Phys. Lett. 1989, 162, 165.   DOI
4 Furche, F.; Ahlrichs, R. J. Chem. Phys. 2002, 117, 7433.   DOI
5 Han, K.-L.; He, G.-Z.; Lou, N.-Q. J. Chem. Phys. 1996, 105, 8699.   DOI
6 Zhao, G.-J.; Han, K.-L.; Stang, P. J. J. Chem. Theory Comput. 2009, 5, 1955.   DOI
7 Zhao, G.-J.; Northrop, B. H.; Stang, P. J.; Han, K.-L. J. Phys. Chem. A 2010, 114, 3418.   DOI
8 Engdahl, A.; Nelander, B. J. Phys. Chem. 1985, 89, 2860.   DOI
9 Engdahl, A.; Nelander, B. J. Phys. Chem. 1987, 91, 2253.   DOI
10 Bornsen, K. O.; Selzle, H. L.; Schlag, E. W. Z. Naturforsch. Teil. A 1990, 45, 1217.
11 Dykstra, C. E. J. Am. Chem. Soc. 1989, 111, 6168.   DOI
12 Dykstra, C. E. J. Comput. Chem. 1988, 9, 476.   DOI
13 Gerhards, M.; Kleinermanns, K. J. Chem. Phys. 1995, 103, 7392.   DOI
14 Liu, S.; Kokot, S.; Will, G. J. Photochem. Photobiol. C: Photochem. Rev. 2009, 10, 159.   DOI
15 Kim, K. S.; Lee, J. Y.; Choi, H. S.; Kim, J. S.; Jang, J. H. Chem. Phys. Lett. 1997, 265, 497.   DOI
16 Dimitrova, Y. J. Mol. Struct (Theochem), 2000, 499, 207-213.   DOI
17 Jacoby, Ch.; Roth, W.; Schmitt, M.; Janzen, Ch.; Spangenberg, D.; Kleinermanns, K. J. Phys. Chem. A 1998, 102, 4471.   DOI
18 Watanabe, T.; Ebata, T.; Tanabe, S.; Mikami, N. J. Chem. Phys. 1996, 105, 408.   DOI
19 Gerhards, M.; Kleinermanns, K. J. Chem. Phys. 1995, 103.
20 Watanabe, H.; Iwata, S. J. Chem. Phys. 1996, 105, 420.   DOI
21 Jacoby, Ch.; Roth, W.; Schnitt, M.; Janzen, Ch.; Spangenberg, D.; Kleinermanns, K. J. Phys. Chem. A 1998, 102, 4471.   DOI
22 Zhao, G.-J.; Chen, R.-K.; Sun, M.-T.; Li, G.-Y.; Liu, J.-Y.; Gao, Y.-L.; Han, K.-L.; Yang, X.-C.; Sun, L.-C. Chem. Eur. J. 2008, 14, 6935.   DOI
23 Duffy, E. M.; Severance, D. L.; Jorgensen, W. L. J. Am. Chem. Soc. 1992, 114, 7535.   DOI
24 Furlani, T. R.; Garvey, J. F. Mol. Phys. 1997, 92, 449.   DOI
25 Zhao, G.-J.; Han, K.-L. J. Phys. Chem. A 2009, 113, 4788.   DOI
26 Zhao, G.-J.; Han, K.-L. J. Phys. Chem. A 2009, 113, 14329.
27 Chai, S.; Zhao, G.-J.; Song, P.; Yang, S.-Q.; Liu, J.-Y.; Han, K.-L. Phys. Chem. Chem. Phys. 2009, 11, 4385.   DOI   ScienceOn
28 Zhao, G.-J.; Liu, Y.-H.; Han, K.-L.; Dou, Y. S. Chem. Phys. Lett. 2008, 453, 29.   DOI
29 G.-Y. Li, G.-J. Zhao, Y.-H. Liu, K.-L Han, G.-Z. He, J. Comput. Chem. 2011, 32, 668.   DOI
30 Li, G.-Y.; Zhao, G.-J.; Liu, Y.-H.; Han, K.-L.; He, G.-Z. J. Comput. Chem. 2010, 31, 1759.
31 Han, K.-L.; He, G.-Z. J. Photochem Photobiol C: Photochem. Rev. 2007, 8, 55.   DOI
32 Zhao, G.-J.; Northrop, B. H.; Han, K.-L.; Stang, P. J. J. Phys. Chem. A 2010, 114, 9007.   DOI
33 Chen, R.-K.; Zhao, G.-J.; Yang, X.-C.; Jiang, X.; Liu, J.-F.; Tian, H.-N.; Gao, Y.; Han, K.-L.; Sun, M.-T.; Sun, L.-C. J. Mol. Struct. 2008, 876, 102.   DOI
34 Das, S.; Datta, A.; Bhattacharyya, K. J. Phys. Chem. A 1997, 101, 3299.   DOI
35 Liu, Y. H.; Zhao, G. J.; Li, G. Y.; Han, K. L. J. Photochem. Photobiol. A: Chem. 2010, 209, 181.   DOI
36 Zhou, L. C.; Zhao, G. J.; Liu, J. F.; Han, K. L.; Wu, Y. K.; Peng, X. J.; Sun, M. J. Photochem. Photobiol. A: Chem. 2007, 187, 305.   DOI
37 Paul, A.; Samanta, A. J. Phys. Chem. B 2007, 111, 4724.   DOI
38 Liu, Y.; Ding, J.; Shi, D.; Sun, J. J. Phys. Chem. A 2008, 112, 6244.   DOI
39 Simon, J. D. Acc Chem. Res. 1988, 21, 128.   DOI
40 Zhao, G.-J.; Han, K.-L. ChemPhysChem. 2008, 9, 1842.   DOI
41 Zhou, L.-C.; Liu, J.-Y.; Zhao, G.-J.; Shi, Y.; Peng, X.-J.; Han, K.-L. Chem. Phys. 2007, 333, 179.   DOI
42 Zhao, G.-J.; Han, K.-L. J. Comput. Chem. 2008, 29, 2010.   DOI
43 Zhao, G.-J.; Han, K.-L. Phys. Chem. Chem. Phys. 2010, 12, 8914.   DOI   ScienceOn
44 Zhao, G.-J.; Han, K.-L. J. Phys. Chem. A 2007, 111, 9218.   DOI
45 Lee, I. J.; Kang, T. W.; Kim, T. E. Chem. Lett. 2008, 37, 1154.   DOI
46 Seo, M. S.; Kim, N. Y.; Lee, I. J. Bull. Korean Chem. Soc. 2009, 30, 3133.   과학기술학회마을   DOI
47 Zhao, G.-J.; Liu, J.-Y.; Zhou, L.-C.; Han, K.-L. J. Phys. Chem. B 2007, 111, 8940.   DOI
48 Yi, Y. R.; Lee, I. J. J. Photochem. Photobiol. A: Chem. 2002, 151, 89.   DOI
49 Zhao, G. J.; Yu, F. B.; Zhang, M. X.; Northrop, B. H.; Yang, H.; Han, K. L.; Stang, P. J. J. Phys. Chem. A, DOI: 10.1021/jp202825q, 2011.   DOI
50 Zhao, G.-J.; Han, K.-L. J. Chem. Phys. 2007, 127, 024306.   DOI
51 Kampschulte, L.; Werblowsky, T. L.; Kishore, R. S. K.; Schmittel, M.; Heckl, W. M.; Lackinger, M. J. Am. Chem. Soc. 2008, 130, 8502.   DOI
52 Zhao, G.-J.; Han, K.-L.; Lei, Y.-B.; Dou, Y.-S. J. Chem. Phys. 2007, 127, 094307.   DOI
53 Espinosa, E.; Molins, E.; Lecomte, C. Chem. Phys. Lett. 1998, 285, 170.   DOI
54 Zhang, H.; Smith, S. C. J. Theor. Comput. Chem. 2007, 6, 789.   DOI
55 Han, K.-L.; Zhao, G.-J. Hydrogen Bonding and Transfer in the Excited State; DOI: 10.1002/9780470669143, John Wiley & Sons: U.K., 2010.   DOI
56 Glasbeek, M.; Zhang, H. Chem. Rev 2004, 104, 1929.   DOI
57 Zhao, G.-J.; Han, K.-L. Biophys. J. 2008, 94, 38.   DOI
58 Zhao, G.-J.; Han, K.-L. J. Phys. Chem. A 2007, 111, 2469.   DOI
59 Ramesh, S. G.; Re, S.; Hynes, J. T. J. Phys. Chem. A 2008, 112, 3391.   DOI
60 Sahoo, S. K.; Baral, M. J. Photochem. Photobiol. C: Photochem. Rev. 2009, 10, 1.   DOI
61 Zhao, G.-J.; Liu, J.-Y.; Zhou, L.-C.; Han, K.-L. J. Phys. Chem. B 2007, 111, 8490.