Kinetic Study on the Reactivity of Azanone (HNO) toward Cyclic C-Nucleophiles
Abstract
:1. Introduction
2. Results and Discussion
3. Materials and Methods
3.1. Equipment
3.2. Chemicals
3.3. Kinetic Experiments
3.4. Computational Details
4. Conclusions
Supplementary Materials
Author Contributions
Funding
Institutional Review Board Statement
Informed Consent Statement
Data Availability Statement
Acknowledgments
Conflicts of Interest
References
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Scavenger | kS/kOxygen | kS (M−1s−1) | ΔG‡(kJ/mol) |
---|---|---|---|
1,3-Cyclopentanedione (1) | 0.016 ± 0.001 | (2.8 ± 0.6) × 102 | 72.53 |
2-Methyl-1,3-cyclopentanedione (2) | 0.18 ± 0.02 | (3.2 ± 0.9) × 103 | 57.92 |
2-Acetyl-1,3-cyclopentanedione (3) | (1.8 ± 0.2) × 10−3 [a] | (3.3 ± 0.8) × 101 [a] | 90.93 |
1,3-Cyclohexanedione (4) | 0.12 ± 0.01 | (2.2 ± 0.4) × 103 | 59.28 |
2-Methyl-1,3-cyclohexanedione (5) | 0.61 ± 0.04 | (1.1 ± 0.2) × 104 | 50.03 |
Dimedone (6) | 0.14 ± 0.01 | (2.5 ± 0.6) × 103 | 58.46 |
1,3-Cycloheptanedione (7) | 0.38 ± 0.02 | (6.8 ± 1.5) × 103 | 57.52 |
2,4-Piperidinedione (8) | 1.13 ± 0.03 | (2.0 ± 0.4) × 104 | 45.65 |
1-(4-Methoxybenzyl)-2,4-piperidinedione (9) | 0.80 ± 0.03 | (1.4 ± 0.3) × 104 | 41.34 |
1,3-Dimethylbarbituric acid (10) | 0.72 ± 0.03 | (1.3 ± 0.3) × 104 | 50.93 |
Barbituric acid (11) | 0.20 ± 0.01 | (3.5 ± 0.8) × 103 | 64.65 |
2-Thiobarbituric acid (12) | 0.046 ± 0.003 | (8.2 ± 1.9) × 102 | 76.28 |
Meldrum’s acid (13) | 0.048 ± 0.002 | (8.7 ± 1.8) × 102 | 70.15 |
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Artelska, A.; Rola, M.; Rostkowski, M.; Pięta, M.; Pięta, J.; Michalski, R.; Sikora, A.B. Kinetic Study on the Reactivity of Azanone (HNO) toward Cyclic C-Nucleophiles. Int. J. Mol. Sci. 2021, 22, 12982. https://doi.org/10.3390/ijms222312982
Artelska A, Rola M, Rostkowski M, Pięta M, Pięta J, Michalski R, Sikora AB. Kinetic Study on the Reactivity of Azanone (HNO) toward Cyclic C-Nucleophiles. International Journal of Molecular Sciences. 2021; 22(23):12982. https://doi.org/10.3390/ijms222312982
Chicago/Turabian StyleArtelska, Angelika, Monika Rola, Michał Rostkowski, Marlena Pięta, Jakub Pięta, Radosław Michalski, and Adam Bartłomiej Sikora. 2021. "Kinetic Study on the Reactivity of Azanone (HNO) toward Cyclic C-Nucleophiles" International Journal of Molecular Sciences 22, no. 23: 12982. https://doi.org/10.3390/ijms222312982