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Title: | The curious case of the photochemistry of 2-hydroxyphenylazo-3,5-dimethylisoxazole: unravelling the process among tautomerization, photoisomerization, and conformational changes |
Authors: | Sah, Chitranjan Mahadevan, Anjali Kumar, Pravesh Venkataramani, Sugumar |
Keywords: | curious case of the photochemistry 2-hydroxyphenylazo-3,5-dimethylisoxazole tautomerization, photoisomerization |
Issue Date: | 2022 |
Publisher: | Royal Society of Chemistry |
Citation: | Physical Chemistry Chemical Physics, 24(13), 7848-7855. |
Abstract: | Considering the growing interest in azoheteroarene photoswitches, the molecular level process underlying photochemistry is intriguing. In our earlier investigation on phenylazo-3,5-dimethylisoxazole, besides E–Z photoisomerization, we also observed light-induced phase transition that supports the possible conformational changes under neat conditions. Furthermore, hydrogen bond-forming groups such as –OH, at the ortho position to the azo chromophore, can potentially hamper the isomerization through tautomerism. All of them develop a curiosity in the photochemical outcome of 2-hydroxyphenylazo-3,5-dimethylisoxazole (HPAI, 1). Herein, we report the photochemistry of HPAI in an argon matrix at 4 K, followed by infrared spectroscopy. Through experiments and computations, we identified the E–Z photoisomerization in HPAI as the only observed channel among the above-mentioned possibilities. |
Description: | Only IISER Mohali authors are available in the record. |
URI: | https://doi.org/10.1039/d1cp05344b http://hdl.handle.net/123456789/4914 |
Appears in Collections: | Research Articles |
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