INVESTIGADORES
BAUMGARTNER Maria Teresa Del V.
artículos
Título:
Bay-Substitution of Perylene Bisimides with Bidentate Nucleophiles: The Case of Aryloxide Anions
Autor/es:
RIVAS, CJ; MENA, L. D.; BAUMGARTNER, M. T; JIMENEZ, LILIANA B.
Revista:
JOURNAL OF ORGANIC CHEMISTRY
Editorial:
AMER CHEMICAL SOC
Referencias:
Año: 2024 vol. 89 p. 2764 - 2770
ISSN:
0022-3263
Resumen:
In this study, we delve into the regioselectivity of nucleophilic reactions involving brominated perylene bisimides (PBIs) and various bidentate aryloxide anions, previously associated with an SRN1 mechanism. We present herein a new perspective, suggesting that a single-electron-transfer aromatic nucleophilic substitution (SeT-SNAr) mechanism is a more plausible scenario. Our study reveals the favorable impact of photostimulation on reaction yields, making our method a convenient approach for accessing O-arylated PBIs.