2026-04-18T00:14:11Zhttps://recercat.cat/oai/request

oai:recercat.cat:10256/246302024-06-18T13:59:07Zcom_2072_452955com_2072_2054col_2072_453073

Rh-Catalyzed Cycloaddition of C60 with Enynes: Unveiling the Mechanistic Pathway Castanyer, Cristina Artigas Ruf, Albert Insa Carreras, Nil Solà i Puig, Miquel Pla i Quintana, Anna Agencia Estatal de Investigación Ciclització (Química) Ring formation (Chemistry) Reaccions químiques Chemical reactions Funcional de densitat, Teoria del Density functionals Ful·lerens Fullerenes Rodi Rhodium 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 2024-02-20 info:eu-repo/semantics/article info:eu-repo/semantics/publishedVersion peer-reviewed http://hdl.handle.net/10256/24630 http://hdl.handle.net/10256/24630 eng 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/ info:eu-repo/semantics/openAccess application/pdf Wiley Advanced Synthesis & Catalysis (ASC), 2024, vol. 366, núm. 4, p. 862-869 Articles publicats (D-Q)