Selective Functionalization of Arene C(sp2)–H Bonds by Gold Catalysis: The Role of Carbene Substituents
| Autor: | Pizarro Javier, Juan Diego, Schmidtke, Inga L., Nova, Ainara, Romero Fructos-Vázquez, Manuel, Pérez Romero, Pedro José |
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| Rok vydání: | 2022 |
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| Zdroj: | ACS Catalysis. 12:6851-6856 |
| ISSN: | 2155-5435 |
| DOI: | 10.1021/acscatal.2c01713 |
| Popis: | The complete regioselective incorporation of carbene units to nonactivated arene rings has been achieved employing gold(I) catalysts bearing alkoxydiaminophosphine ligands, with readily available, nonelaborated ethyl 2-phenyl-diazoacetate as the carbene source. These results are in contrast with the scarce precedents which required highly elaborated diazo substrates. Density functional theory (DFT) calculations have revealed the important role of the R group in the C(R)CO 2Et fragment, which dramatically affects the energy profile of this transformation. We thank the Ministerio de Ciencia e Innovación for Grant PID2020-113797RB-C21, also financed by FEDER “Una manera de hacer Europa”. We also thank Junta de Andalucía (P18-RT-1536) and Universidad de Huelva (P.O. Feder UHU-1260216). I.S. and A.N. acknowledge the support from the Research Council of Norway through its FRINATEK (No. 314321), Centre of Excellence schemes (No. 262695), and the Norwegian Metacenter for Computational Science (NOTUR) for computational resources (project number nn4654k). Funding for open access charge: Universidad de Huelva / CBUA |
| Databáze: | OpenAIRE |
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