Dynamic Hydroxyl–Yne Reaction with Phenols
2022
Santos, Tanausú | Pérez-Pérez, Yaiza | Rivero, David S. | Diana-Rivero, Raquel | García-Tellado, Fernando | Tejedor, David | Carrillo Fumero, Romen | Ministerio de Ciencia e Innovación (España) | Agencia Estatal de Investigación (España) | Agencia Canaria de Investigación, Innovación y Sociedad de la Información | Ministerio de Ciencia, Innovación y Universidades (España) | CSIC - Instituto de Productos Naturales y Agrobiología (IPNA)
Dynamic Covalent Chemistry (DCvC) has gained increasing importance in supramolecular chemistry and materials science. Herein we prove the dynamic nature of the exchange between phenols and vinyl ethers. Exchange is fast at room temperature and under mild conditions. The equilibrium constants and the electronic effect of the phenol substituents were calculated. This novel incorporation to the DCvC toolbox could be quite useful, and as a proof it was used for the synthesis of a responsive molecular cage.
Показать больше [+] Меньше [-]This paper is dedicated to Prof. Joan Bosch on the occasion of his 75th birthday. Grant PGC2018-094503-B-C21 was funded by MCIN/AEI/10.13039/501100011033 and by “ERDF A way of making Europe”. T.S. thanks ACIISI for a Catalina Ruiz fellowship. D.S.R. thanks Ministerio de Ciencia, Innovación y Universidades, for his FPU fellowship. Y.P.-P. thanks CSIC for a JAE-intro fellowship. All of the authors would like to acknowledge the use of the Mass Spectrometry and NMR Facilities at IPNA-CSIC.
Показать больше [+] Меньше [-]Peer reviewed
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