Universitat de Girona
Agencia Estatal de Investigación
2024-02-20
In this study we present a method for functionalizing C60 through a Rh-catalyzed cyclization reaction with 1,6-enynes, resulting in the formation of a fused bicyclic structure. Additionally, fullerene derivatives are further functionalized through regioselective photooxygenation reactions. Our DFT calculations reveal two distinct reaction pathways: one involving rhodium-catalyzed cycloisomerization of the enyne followed by Diels-Alder with C60, and the other featuring a rhodium-catalyzed [2+2+2] cycloaddition of enyne and C60 followed by isomerization. Surprisingly, both pathways exhibit nearly identical energy barriers. However, experimental tests indicate that the predominant pathway varies depending on the substitution motifs of the substrates
Ministerio de Ciencia e Innovación EU. Grant Numbers: PID2020-113711GB-I00, MCIN/AEI/10.13039/50110001103 NextGenerationEU; Generalitat de Catalunya. Grant Number: 2021-SGR-623
Open Access funding provided thanks to the CRUE-CSIC agreement with Wiley
Article
Published version
peer-reviewed
English
Ciclització (Química); Ring formation (Chemistry); Reaccions químiques; Chemical reactions; Funcional de densitat, Teoria del; Density functionals; Ful·lerens; Fullerenes; Rodi; Rhodium
Wiley
info:eu-repo/semantics/altIdentifier/doi/10.1002/adsc.202301189
info:eu-repo/semantics/altIdentifier/issn/1615-4150
info:eu-repo/semantics/altIdentifier/eissn/1615-4169
PID2020-113711GB-I00
info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/PID2020-113711GB-I00/ES/DISEÑO Y SINTESIS DE FULLERENOS PARA LA CONSTRUCCION DE CELDAS SOLARES HIBRIDAS DE PEROVSKITA Y FULERENOS D ALTO RENDIMIENTO. UN ENFOQUE EXPERIMENTAL Y COMPUTACIONAL SINERGICO/
Attribution-NonCommercial-NoDerivatives 4.0 International
http://creativecommons.org/licenses/by-nc-nd/4.0/
