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Enantiopure [6]-Azairidahelicene by Dynamic Kinetic Resolution of a Configurationally Labile [4]-Helicene.
Pazos, Ariadna; Cruz, Carlos M; Cuerva, Juan M; Rivilla, Ivan; Cossío, Fernando P; Freixa, Zoraida.
Afiliación
  • Pazos A; Department of Applied Chemistry, Faculty of Chemistry, University of the Basque Country (UPV/EHU), 20018, Donostia, Spain.
  • Cruz CM; Department of Organic Chemistry, Unidad de Excelencia de Química (UEQ), Faculty of Sciences, University of Granada, Avda. Fuente Nueva s/n, 18071, Granada, Spain.
  • Cuerva JM; Department of Organic Chemistry, Unidad de Excelencia de Química (UEQ), Faculty of Sciences, University of Granada, Avda. Fuente Nueva s/n, 18071, Granada, Spain.
  • Rivilla I; IKERBASQUE, Basque Foundation for Science, 48011, Bilbao, Spain.
  • Cossío FP; Department of Organic Chemistry II, Faculty of Chemistry, University of the Basque Country (UPV/EHU), 20018, Donostia, Spain.
  • Freixa Z; Donostia International Physics Center (DIPC), 20018, Donostia, Spain.
Angew Chem Int Ed Engl ; 63(26): e202406663, 2024 Jun 21.
Article en En | MEDLINE | ID: mdl-38655628
ABSTRACT
A pair of enantiopure [6]-azairidahelicenes incorporating chirality at the metal center and on the helicenic ligand were synthesized by dynamic kinetic resolution (dkr) of a configurationally labile [4]-helicenic ligand (4-(2-pyridyl)-benzo[g]phenanthrene, L1H) using bis-cyclometalated chiral-at-metal only iridium(III) precursors as chiral inductors. The origin of the observed dkr is attributed to the different conformation and stability of diastereomeric reaction intermediates formed during the cyclometalation process. The isolated enantiomers exhibited circularly polarized phosphorescence (CPP), with |gphos| values of 1.8×10-3.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Angew Chem Int Ed Engl Año: 2024 Tipo del documento: Article País de afiliación: España Pais de publicación: Alemania

Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Idioma: En Revista: Angew Chem Int Ed Engl Año: 2024 Tipo del documento: Article País de afiliación: España Pais de publicación: Alemania