2026-04-17T16:13:53Zhttps://recercat.cat/oai/request

oai:recercat.cat:10256/248032024-06-18T13:59:18Zcom_2072_452955com_2072_2054col_2072_453073

2024-06-18T13:59:18Z urn:hdl:10256/24803 Unveiling the regioselectivity of rhodium(I)-catalyzed [2 + 2 + 2] cycloaddition reactions for open-cage C70 production Castanyer, Cristina Pla i Quintana, Anna Roglans i Ribas, Anna Artigas Ruf, Albert Solà i Puig, Miquel Ciclització (Química) Ful·lerens Rodi Ring formation (Chemistry) Fullerenes Rhodium Reaccions químiques regioselectives Funcional de densitat, Teoria del Density functionals 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 We are grateful for the financial support from the Ministerio de Ciencia e Innovación and EU (Project PID2020-113711GB-I00 MCIN/AEI/10.13039/50110001103, FPI predoctoral grant to C.C. and Margarita Salas grant (NextGenerationEU) to A.A.) and the Generalitat de Catalunya (Project 2021-SGR-623) 2024-06-18T13:59:18Z 2024-06-18T13:59:18Z 2024-02-13 info:eu-repo/semantics/article info:eu-repo/semantics/publishedVersion peer-reviewed http://hdl.handle.net/10256/24803 info:eu-repo/semantics/altIdentifier/doi/10.3762/bjoc.20.28 info:eu-repo/semantics/altIdentifier/eissn/1860-5397 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 4.0 International (CC BY 4.0) https://creativecommons.org/licenses/by/4.0/ info:eu-repo/semantics/openAccess Beilstein-Institut Beilstein Journal of Organic Chemistry, 2024, vol. 20, p. 272-279 Articles publicats (D-Q) Castanyer, Cristina Pla i Quintana, Anna Roglans i Ribas, Anna Artigas Ruf, Albert Solà i Puig, Miquel 2024 Unveiling the regioselectivity of rhodium(I)-catalyzed [2 + 2 + 2] cycloaddition reactions for open-cage C70 production Beilstein Journal of Organic Chemistry 20 272 279