Unveiling the regioselectivity of rhodium(I)-catalyzed [2 + 2 + 2] cycloaddition reactions for open-cage C70 production

The regioselective functionalization of fullerenes holds significant promise for applications in the field of medicinal chemistry, material science and photovoltaics. In this study, we investigate the regioselectivity of the rhodium(I)-catalyzed [2+2+2] cycloaddition reaction between diynes and C70...

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Detalles Bibliográficos
Autores: Castanyer, Cristina, Pla i Quintana, Anna, Roglans i Ribas, Anna, Artigas Ruf, Albert, Solà i Puig, Miquel
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2024
País:España
Institución:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
Repositorio:Recercat. Dipósit de la Recerca de Catalunya
OAI Identifier:oai:recercat.cat:10256/24803
Acceso en línea:http://hdl.handle.net/10256/24803
Access Level:acceso abierto
Palabra clave:Ciclització (Química)
Ful·lerens
Rodi
Ring formation (Chemistry)
Fullerenes
Rhodium
Reaccions químiques regioselectives
Funcional de densitat, Teoria del
Density functionals
Descripción
Sumario:The regioselective functionalization of fullerenes holds significant promise for applications in the field of medicinal chemistry, material science and photovoltaics. In this study, we investigate the regioselectivity of the rhodium(I)-catalyzed [2+2+2] cycloaddition reaction between diynes and C70 as a novel procedure for generating C70 bis(fulleroid) derivatives. The aim is to shed light on the regioselectivity of the process through both experimental and computational approaches. In addition, the photooxidation of one of the C=C double bonds in the synthesised bis(fulleroids) afford open-cage C70 derivatives having a 12-membered ring opening