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Circularly Polarized Luminescence from Helically Chiral N,N,O,O-Boron Chelated Dipyrromethenes

Lookup NU author(s): Rua Alnoman, Dr Sandra Rihn, Fiona Black, Dr Paul Waddell, Emeritus Professor Bill CleggORCiD, Dr Julian Knight, Dr Michael HallORCiD



This work is licensed under a Creative Commons Attribution 4.0 International License (CC BY 4.0).


Helically chiral N,N,O,O-boron chelated dipyrromethenes show solution-phase circularly polarized luminescence (CPL) in the red region of the visible spectrum (λem(max) from 621 to 663 nm). The parent dipyrromethene is desymmetrised through O-chelation of boron by the 3,5-ortho-phenolic substituents, inducing a helical chirality in the fluorophore. The combination of high luminescence dissymmetry factors (|glum| up to 4.7 x10-3) and fluorescence quantum yields (ΦF up to 0.73) results in exceptionally efficient circularly polarized red emission from these simple small organic fluorophores, enabling future application in CPL-based bioimaging.

Publication metadata

Author(s): Alnoman RB, Rihn S, OConnor DC, Black FA, Costello B, Waddell PG, Clegg W, Peacock RD, Herrebout W, Knight JG, Hall MJ

Publication type: Article

Publication status: Published

Journal: Chemistry - A European Journal

Year: 2016

Volume: 22

Issue: 1

Pages: 93-96

Print publication date: 04/01/2016

Online publication date: 11/11/2015

Acceptance date: 09/11/2015

Date deposited: 01/12/2015

ISSN (print): 0947-6539

ISSN (electronic): 1521-3765

Publisher: Wiley


DOI: 10.1002/chem.201504484


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Funder referenceFunder name
Newcastle University (NCL)
Department of Chemistry, Faculty of Science, Taibah University, Saudi Arabia
BB/K013971/1Biotechnology and Biological Sciences Research Council (BBSRC)