Chiral Near-Infrared Fluorophores by Self-Promoted Oxidative Coupling of Cationic Helicenes with Amines / Enamines.

Chiral Near-Infrared Fluorophores by Self-Promoted Oxidative Coupling of Cationic Helicenes with Amines / Enamines.
Angew Chem Int Ed Engl. 2021 Jan 22;:
Authors: Bosson J, Labrador GM, Besnard C, Jacquemin D, Lacour J
Abstract
In one pot, tertiary alkyl amines are oxidized to enamines by cationic dioxa [6]helicene, which further reacts as electrophile and oxidant to form mono or bis donor-π-acceptor coupling products. This original and convergent synthetic approach provides a strong extension of conjugation yielding chromophores that absorb intensively in far-red or NIR domains (λ max up to 791 nm) and fluoresce in the NIR as well (λ max up to 887 nm). Intense ECD properties around 790 nm with a |Δε| value up to 60 M -1 cm -1 are observed.
PMID: 33481294 [PubMed - as supplied by publisher]

Source: Angewandte Chemie - January 22, 2021 Category: Chemistry Authors: Bosson J, Labrador GM, Besnard C, Jacquemin D, Lacour J Tags: Angew Chem Int Ed Engl Source Type: research