Chiral perturbation on single benzene‐based fluorophores: A structure/(chir)optical activity relationship study

Author:

Coehlo Max1ORCID,Thuéry Pierre2,Pieters Grégory1ORCID

Affiliation:

1. Université Paris‐Saclay, CEA, INRAE, DMTS, SCBM Gif‐sur‐Yvette France

2. Université Paris‐Saclay, CEA, CNRS, NIMBE Gif‐sur‐Yvette France

Abstract

AbstractIn this paper, we describe the synthesis and the (chir)optical properties of a novel series of circularly polarized luminescent emitters. These molecules involve a compact single benzene‐based donor‐acceptor fluorophore composed of two cyclic alkylamines as electron donors and a phthalonitrile moiety as electron acceptor linked to a configurationally stable BINOL acting as a chiral perturbation unit. These new compounds display fair quantum yields (up to 66%) with emission maxima around 500 nm in toluene solutions, and the study of their chiroptical properties has shown that the cyclic alkylamine's ring size affects significantly the luminescence dissymmetry factors, reaching 2.2 × 10−3 for the larger cyclic alkylamine moieties.

Funder

Ministère de l'Éducation et de l'Enseignement supérieur

Publisher

Wiley

Subject

Organic Chemistry,Spectroscopy,Drug Discovery,Pharmacology,Catalysis,Analytical Chemistry

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