NIR and UV induced transformations of indazole-3-carboxylic acid isolated in low temperature matrices
M Pagacz-Kostrzewa1, W Szaniawska1, M Wierzejewska1
1Faculty of Chemistry, University of Wrocław, F. Joliot-Curie 14, 50-383 Wrocław, Poland.
Abstract:
The molecular structure and NIR and UV induced phototransformations of indazole-3-carboxylic acid were studied in low temperature argon and nitrogen matrices by FTIR spectroscopy and B3LYP/6-311++G(2d,2p) calculations. Eleven minima of IC were located on the S0 potential energy surface. The three most stable structures were detected experimentally in both matrices after deposition. Upon NIR irradiation a dominant process was rotamerization within the carboxylic group leading to changes in the population of the trans 1HIC1 and cis 1HIC2 forms. In turn, at UV irradiation at λ = 260 nm two new tautomers (2HIC2 and 2HIC3) were generated indicating that the hydrogen atom transfer in pyrazole ring took place. Based on the obtained kinetic curves, differences in the phototransformation rates in different matrices were indicated.
More Related Videos
Related Concept Videos
Preparation of 1° Amines: Hofmann and Curtius Rearrangement Overview
Preparation of 1° Amines: Hofmann and Curtius Rearrangement Mechanism
IR and UV–Vis Spectroscopy of Aldehydes and Ketones
[3,3] Sigmatropic Rearrangement of Allyl Vinyl Ethers: Claisen Rearrangement
Nucleophilic Aromatic Substitution of Aryldiazonium Salts: Aromatic SN1
In the Sandmeyer reaction, for example, the diazonio group is replaced by a chloro, bromo,...
Preparation of Carboxylic Acids: Hydrolysis of Nitriles


