Enantiopure [6]‐Azairidahelicene by Dynamic Kinetic Resolution of a Configurationally Labile [4]‐Helicene-Reference-Cited by-同舟云学术

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

Published:2024-05-24 Issue:26 Volume:63 Page:
ISSN:1433-7851
Container-title:Angewandte Chemie International Edition
language:en
Short-container-title:Angew Chem Int Ed

Author:

Pazos Ariadna¹^ORCID,Cruz Carlos M.²^ORCID,Cuerva Juan M.²^ORCID,Rivilla Ivan³⁴⁵^ORCID,Cossío Fernando P.⁴⁵^ORCID,Freixa Zoraida¹³^ORCID

Affiliation:

1. Department of Applied Chemistry, Faculty of Chemistry University of the Basque Country (UPV/EHU) 20018 Donostia Spain

2. Department of Organic Chemistry Unidad de Excelencia de Química (UEQ), Faculty of Sciences University of Granada Avda. Fuente Nueva s/n 18071 Granada Spain

3. IKERBASQUE Basque Foundation for Science 48011 Bilbao Spain

4. Department of Organic Chemistry II Faculty of Chemistry University of the Basque Country (UPV/EHU) 20018 Donostia Spain

5. Donostia International Physics Center (DIPC) 20018 Donostia Spain

Abstract

AbstractA 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.

Funder

Ministerio de Ciencia e Innovación

Eusko Jaurlaritza

Euskal Herriko Unibertsitatea

Junta de Andalucía

Publisher

Wiley

Link

https://onlinelibrary.wiley.com/doi/pdf/10.1002/anie.202406663

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