Reproducing the Solvatochromism of Merocyanines by PCM Calculations
Abstract
:1. Introduction
2. Results
2.1. Calculations of Betaines 1–3
N = 27, r2 = 0.96
N = 27, r2 = 0.60
N = 7, r2 = 0.79
2.2. Consequences of Continuum Model Limitations
3. Materials and Methods
4. Conclusions
Author Contributions
Funding
Institutional Review Board Statement
Informed Consent Statement
Data Availability Statement
Acknowledgments
Conflicts of Interest
References
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Solvent | Solvent ET(30) Value/kcal·mol−1 | Dye 1 | Dye 2 a | Dye 3 a | |
---|---|---|---|---|---|
PCM | SMD | SMD | SMD | ||
Cyclohexane | 30.9 | - | - | - | (54.98) |
Benzene | 34.3 | - | - | - | (52.94) |
Tetrahydrofuran | 37.4 | 33.66 | 34.51 | 49.93 (40.50) | 50.89 |
Chloroform | 39.1 | 32.42 | 33.13 | 49.73 (40.16) | 50.73 (51.51) |
Acetone | 42.2 | 35.63 | 37.41 | 50.02 (40.06) | 50.68 (51.51) |
Dimethylsulfoxide | 45.1 | 36.57 | 38.42 | 49.60 (39.78) | 50.21 |
Acetonitrile | 45.6 | 36.30 | 38.51 | 50.05 (40.54) | 50.60 |
1-Butanol | 49.7 | 35.46 | 39.73 | 49.48 (40.02) | 49.60 |
Benzyl alcohol | 50.4 | - | - | - | (46.49) |
1-Propanol | 50.7 | 35.60 | 40.24 | 49.56 (40.11) | 49.63 |
Ethanol | 51.9 | 35.88 | 40.74 | 49.72 (40.44) | 49.75 |
Methanol | 55.4 | 36.23 | 42.27 | 49.86 (41.18) | 49.71 (46.49) |
Formamide | 55.8 | - | - | - | (46.49) |
Water | 63.1 | 37.00 | 43.64 | 49.78 (50.96) | 49.48 |
Compound | fG+ (Phenolate) | fG+ (Heterocyclic) | ΔfG+ |
---|---|---|---|
1 | 0.17 | 0.83 | 0.66 |
2 | 0.54 | 0.46 | −0.08 |
3 | 0.57 | 0.43 | −0.14 |
4:00 a | 0.74 | 0.26 | −0.48 |
5:00 a | 0.7 | 0.3 | −0.4 |
6:00 a | 0.63 | 0.37 | −0.26 |
7:00 a | 0.58 | 0.42 | −0.16 |
8 b | 0.48 | 0.52 | −0.04 |
9 b | 0.53 | 0.47 | −0.06 |
10 a | 0.28 | 0.72 | 0.44 |
11 a | 0.21 | 0.79 | 0.58 |
12 a | 0.12 | 0.88 | 0.76 |
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Aracena, A.; Rezende, M.C.; Pizarro, S. Reproducing the Solvatochromism of Merocyanines by PCM Calculations. Molecules 2024, 29, 4103. https://doi.org/10.3390/molecules29174103
Aracena A, Rezende MC, Pizarro S. Reproducing the Solvatochromism of Merocyanines by PCM Calculations. Molecules. 2024; 29(17):4103. https://doi.org/10.3390/molecules29174103
Chicago/Turabian StyleAracena, Andrés, Marcos Caroli Rezende, and Sebastián Pizarro. 2024. "Reproducing the Solvatochromism of Merocyanines by PCM Calculations" Molecules 29, no. 17: 4103. https://doi.org/10.3390/molecules29174103