Enantiopure [6]-Azairidahelicene by Dynamic Kinetic Resolution of a Configurationally Labile [4]-Helicene.

Chiral-at-metal Complexes Helical Structures Kinetic resolution circularly polarized luminescence iridium

Journal

Angewandte Chemie (International ed. in English)
ISSN: 1521-3773
Titre abrégé: Angew Chem Int Ed Engl
Pays: Germany
ID NLM: 0370543

Informations de publication

Date de publication:
24 Apr 2024
Historique:
revised: 23 04 2024
received: 08 04 2024
accepted: 23 04 2024
medline: 24 4 2024
pubmed: 24 4 2024
entrez: 24 4 2024
Statut: aheadofprint

Résumé

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.

Identifiants

pubmed: 38655628
doi: 10.1002/anie.202406663
doi:

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

e202406663

Informations de copyright

© 2024 Wiley‐VCH GmbH.

Auteurs

Ariadna Pazos (A)

University of the Basque Country - Gipuzkoa Campus, Applied Chemistry, SPAIN.

Carlos M Cruz (CM)

University of Granada, Department of Organic Chemistry, SPAIN.

Juan M Cuerva (JM)

University of Granada, Department of Organic Chemistry, SPAIN.

Ivan Rivilla (I)

University of the Basque Country - Gipuzkoa Campus, Department of Organic Chemistry II, SPAIN.

Fernando P Cossío (FP)

University of the Basque Country - Gipuzkoa Campus, Department of Organic Chemistry II, SPAIN.

Zoraida Freixa (Z)

Universidad del Pais Vasco, Homogeneous catalysis, Paseo Manuel Lardizábal 3, 20018, San Sebastián, SPAIN.

Classifications MeSH