Piezoelectrostatic Catalysis of the Azide-Alkyne Huisgen Cycloaddition

Qiao Tang; Roger Sanchis-Gual; Ni Qin; Hao Ye; Semih Sevim; Andrea Veciana; Carlos Corral-Casas; Kishan Thodkar; Jiang Wu; Bradley J Nelson; Ismael Díez-Pérez; Xiang-Zhong Chen; Chiara Gattinoni; Josep Puigmartí-Luis; Salvador Pané; Carlos Franco

doi:10.1021/jacs.4c15681

Piezoelectrostatic Catalysis of the Azide-Alkyne Huisgen Cycloaddition

Qiao Tang, Roger Sanchis-Gual, Ni Qin, Hao Ye, Semih Sevim, Andrea Veciana, Carlos Corral-Casas, Kishan Thodkar, Jiang Wu, Bradley J Nelson, Ismael Díez-Pérez, Xiang-Zhong Chen, Chiara Gattinoni, Josep Puigmartí-Luis, Salvador Pané, Carlos Franco

Research output: Contribution to journal › Article › peer-review

Abstract

Electric fields are increasingly recognized for their role as 'smart reagents' that can trigger or accelerate chemical reactions. Expanding upon this concept, our research introduces an innovative method that exploits electric fields induced by ultrasound on piezoelectric nanoparticles to facilitate the azide-alkyne Huisgen cycloaddition in nonaqueous environments. The intense electric field generated around the BaTiO 3 nanoparticles, as supported by density functional theory calculations, provides the suitable conditions necessary to trigger the cycloaddition of the alkyne-functionalized nanoparticles and the azide present in the solution. To quantitatively assess the occurrence of the click cycloaddition reaction at the nanoparticle surface interface, we tacked the azide with either an electroactive ferrocene moiety or with gold nanoparticles, which act as surface Raman enhancers. These experiments not only provide experimental validation of our approach, but also highlights the potential of piezoelectrostatic catalysts in enhancing the scalability of electrostatic catalysis.

Original language	English
Pages (from-to)	8289-8299
Number of pages	11
Journal	Journal of the American Chemical Society
Volume	147
Issue number	10
Early online date	3 Feb 2025
DOIs	https://doi.org/10.1021/jacs.4c15681
Publication status	Published - 12 Mar 2025

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Tang, Q., Sanchis-Gual, R., Qin, N., Ye, H., Sevim, S., Veciana, A., Corral-Casas, C., Thodkar, K., Wu, J., Nelson, B. J., Díez-Pérez, I., Chen, X.-Z., Gattinoni, C., Puigmartí-Luis, J., Pané, S., & Franco, C. (2025). Piezoelectrostatic Catalysis of the Azide-Alkyne Huisgen Cycloaddition. Journal of the American Chemical Society, 147(10), 8289-8299. https://doi.org/10.1021/jacs.4c15681

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title = "Piezoelectrostatic Catalysis of the Azide-Alkyne Huisgen Cycloaddition",

abstract = "Electric fields are increasingly recognized for their role as 'smart reagents' that can trigger or accelerate chemical reactions. Expanding upon this concept, our research introduces an innovative method that exploits electric fields induced by ultrasound on piezoelectric nanoparticles to facilitate the azide-alkyne Huisgen cycloaddition in nonaqueous environments. The intense electric field generated around the BaTiO 3 nanoparticles, as supported by density functional theory calculations, provides the suitable conditions necessary to trigger the cycloaddition of the alkyne-functionalized nanoparticles and the azide present in the solution. To quantitatively assess the occurrence of the click cycloaddition reaction at the nanoparticle surface interface, we tacked the azide with either an electroactive ferrocene moiety or with gold nanoparticles, which act as surface Raman enhancers. These experiments not only provide experimental validation of our approach, but also highlights the potential of piezoelectrostatic catalysts in enhancing the scalability of electrostatic catalysis. ",

author = "Qiao Tang and Roger Sanchis-Gual and Ni Qin and Hao Ye and Semih Sevim and Andrea Veciana and Carlos Corral-Casas and Kishan Thodkar and Jiang Wu and Nelson, {Bradley J} and Ismael D{\'i}ez-P{\'e}rez and Xiang-Zhong Chen and Chiara Gattinoni and Josep Puigmart{\'i}-Luis and Salvador Pan{\'e} and Carlos Franco",

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doi = "10.1021/jacs.4c15681",

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Tang, Q, Sanchis-Gual, R, Qin, N, Ye, H, Sevim, S, Veciana, A, Corral-Casas, C, Thodkar, K, Wu, J, Nelson, BJ, Díez-Pérez, I, Chen, X-Z, Gattinoni, C, Puigmartí-Luis, J, Pané, S & Franco, C 2025, 'Piezoelectrostatic Catalysis of the Azide-Alkyne Huisgen Cycloaddition', Journal of the American Chemical Society, vol. 147, no. 10, pp. 8289-8299. https://doi.org/10.1021/jacs.4c15681

TY - JOUR

T1 - Piezoelectrostatic Catalysis of the Azide-Alkyne Huisgen Cycloaddition

AU - Tang, Qiao

AU - Sanchis-Gual, Roger

AU - Qin, Ni

AU - Ye, Hao

AU - Sevim, Semih

AU - Veciana, Andrea

AU - Corral-Casas, Carlos

AU - Thodkar, Kishan

AU - Wu, Jiang

AU - Nelson, Bradley J

AU - Díez-Pérez, Ismael

AU - Chen, Xiang-Zhong

AU - Gattinoni, Chiara

AU - Puigmartí-Luis, Josep

AU - Pané, Salvador

AU - Franco, Carlos

PY - 2025/3/12

Y1 - 2025/3/12

N2 - Electric fields are increasingly recognized for their role as 'smart reagents' that can trigger or accelerate chemical reactions. Expanding upon this concept, our research introduces an innovative method that exploits electric fields induced by ultrasound on piezoelectric nanoparticles to facilitate the azide-alkyne Huisgen cycloaddition in nonaqueous environments. The intense electric field generated around the BaTiO 3 nanoparticles, as supported by density functional theory calculations, provides the suitable conditions necessary to trigger the cycloaddition of the alkyne-functionalized nanoparticles and the azide present in the solution. To quantitatively assess the occurrence of the click cycloaddition reaction at the nanoparticle surface interface, we tacked the azide with either an electroactive ferrocene moiety or with gold nanoparticles, which act as surface Raman enhancers. These experiments not only provide experimental validation of our approach, but also highlights the potential of piezoelectrostatic catalysts in enhancing the scalability of electrostatic catalysis.

AB - Electric fields are increasingly recognized for their role as 'smart reagents' that can trigger or accelerate chemical reactions. Expanding upon this concept, our research introduces an innovative method that exploits electric fields induced by ultrasound on piezoelectric nanoparticles to facilitate the azide-alkyne Huisgen cycloaddition in nonaqueous environments. The intense electric field generated around the BaTiO 3 nanoparticles, as supported by density functional theory calculations, provides the suitable conditions necessary to trigger the cycloaddition of the alkyne-functionalized nanoparticles and the azide present in the solution. To quantitatively assess the occurrence of the click cycloaddition reaction at the nanoparticle surface interface, we tacked the azide with either an electroactive ferrocene moiety or with gold nanoparticles, which act as surface Raman enhancers. These experiments not only provide experimental validation of our approach, but also highlights the potential of piezoelectrostatic catalysts in enhancing the scalability of electrostatic catalysis.

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EP - 8299

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

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ER -

Piezoelectrostatic Catalysis of the Azide-Alkyne Huisgen Cycloaddition

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