Tetrakis(thiadiazolo)porphyrazines. 3. Acid-base Properties and Stability of Tetrakis-3,4-(1,2,5-thiadiazolo)porphyrazine in Sulfuric Acid Solutions
Publication type: Journal Article
Publication date: 2005-02-01
scimago Q4
wos Q4
SJR: 0.243
CiteScore: 2.7
Impact factor: 1.0
ISSN: 00093122, 15738353
Organic Chemistry
Abstract
AM1 calculations gave the proton affinities of different types of donor sites in tetrakis-3,4-(1,2,5-thiadiazolo)porphyrazine, H2{[SN2)4PA}, and protonation of the meso-nitrogen atoms was found to be favored. A spectrometric study showed that the basicity of the meso-nitrogen atoms of the porphyrazine macrocycle is strongly diminished and these atoms in CF3CO2H are involved in an incomplete acid-base interaction (ABI) to give acid solvates, while a complete ABI (protonation) is found only in the presence of sulfuric acid. The basicity constants of the meso-nitrogen atoms were determined spectrophotometrically in CF3CO2H-H2SO4. The kinetics of decomposition of the macrocyclic chromophore in concentrated sulfuric acid was studied and a possible mechanism for this process was proposed.
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Total citations:
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Citations from 2024:
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Stuzhin P. A. et al. Tetrakis(thiadiazolo)porphyrazines. 3. Acid-base Properties and Stability of Tetrakis-3,4-(1,2,5-thiadiazolo)porphyrazine in Sulfuric Acid Solutions // Chemistry of Heterocyclic Compounds. 2005. Vol. 41. No. 2. pp. 246-254.
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Stuzhin P. A., Pozdysheva E. A., Malchugina O. V., Popkova I. A., Ercolani C. Tetrakis(thiadiazolo)porphyrazines. 3. Acid-base Properties and Stability of Tetrakis-3,4-(1,2,5-thiadiazolo)porphyrazine in Sulfuric Acid Solutions // Chemistry of Heterocyclic Compounds. 2005. Vol. 41. No. 2. pp. 246-254.
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TY - JOUR
DO - 10.1007/s10593-005-0136-1
UR - https://doi.org/10.1007/s10593-005-0136-1
TI - Tetrakis(thiadiazolo)porphyrazines. 3. Acid-base Properties and Stability of Tetrakis-3,4-(1,2,5-thiadiazolo)porphyrazine in Sulfuric Acid Solutions
T2 - Chemistry of Heterocyclic Compounds
AU - Stuzhin, P A
AU - Pozdysheva, E A
AU - Malchugina, O V
AU - Popkova, I A
AU - Ercolani, C
PY - 2005
DA - 2005/02/01
PB - Springer Nature
SP - 246-254
IS - 2
VL - 41
SN - 0009-3122
SN - 1573-8353
ER -
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@article{2005_Stuzhin,
author = {P A Stuzhin and E A Pozdysheva and O V Malchugina and I A Popkova and C Ercolani},
title = {Tetrakis(thiadiazolo)porphyrazines. 3. Acid-base Properties and Stability of Tetrakis-3,4-(1,2,5-thiadiazolo)porphyrazine in Sulfuric Acid Solutions},
journal = {Chemistry of Heterocyclic Compounds},
year = {2005},
volume = {41},
publisher = {Springer Nature},
month = {feb},
url = {https://doi.org/10.1007/s10593-005-0136-1},
number = {2},
pages = {246--254},
doi = {10.1007/s10593-005-0136-1}
}
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Stuzhin, P. A., et al. “Tetrakis(thiadiazolo)porphyrazines. 3. Acid-base Properties and Stability of Tetrakis-3,4-(1,2,5-thiadiazolo)porphyrazine in Sulfuric Acid Solutions.” Chemistry of Heterocyclic Compounds, vol. 41, no. 2, Feb. 2005, pp. 246-254. https://doi.org/10.1007/s10593-005-0136-1.
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