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Synthesis of 1H-pyrazolo[1,2-b]phthalazine-5,10-dione derivatives using dendritic polymer with amine-loaded catalytic capsules: computational approaches

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Abstract

Inositol cored primary amine-functionalized G0 dendritic polymer (INO-G0) was effectively synthesized and characterized by different spectroscopic and analytical techniques. 1H-pyrazolo[1,2-b]phthalazine-5,10-dione derivatives were synthesized using INO-G0 as the catalyst. They were prepared within 15 min in ethanol medium using the ultrasonic irradiation method and 95% yield was obtained. The synthesized 1H-pyrazolo[1,2-b]phthalazine-5,10-dione derivatives were characterized by recording Fourier transform infrared (FTIR) and nuclear magnetic resonance (NMR) spectra. A novel computation approach was adopted, and the geometry of the 1H‐pyrazolo[1,2‐b]phthalazine‐5,10‐dione derivatives were optimized using Gaussian 09 software. The theoretical and optical band gaps were calculated. The absorption and emission properties were studied. The 1H‐pyrazolo[1,2‐b]phthalazine‐5,10‐dione derivatives exhibited absorption maxima in the range 430–460 nm and emission occurred in the range 400–700 nm range. The present method is green, efficient, and cost-effective. The catalyst could be reused up to four reaction cycles without significant loss of its activity.

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Acknowledgements

The authors express their gratitude to UGC, New Delhi, for financial assistance under SAP DRS III and KSCSTE, Government of Kerala, for providing a JRF to Unnikrishnan V.

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  1. Department of Applied Chemistry, Cochin University of Science and Technology, Cochin, India

    V. Unnikrishnan, G. Avudaiappan, S. Swathy, Priya K. Shenoi & K. Sreekumar

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  1. V. Unnikrishnan
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  2. G. Avudaiappan
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  3. S. Swathy
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Correspondence to K. Sreekumar.

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Unnikrishnan, V., Avudaiappan, G., Swathy, S. et al. Synthesis of 1H-pyrazolo[1,2-b]phthalazine-5,10-dione derivatives using dendritic polymer with amine-loaded catalytic capsules: computational approaches. Polym. Bull. 80, 2835–2853 (2023). https://doi.org/10.1007/s00289-022-04182-6

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