Circularly polarized luminescence from helically chiral N,N,O,O-boron-chelated dipyrromethenes

Alnoman, R. B. et al. (2016) Circularly polarized luminescence from helically chiral N,N,O,O-boron-chelated dipyrromethenes. Chemistry: A European Journal, 22(1), pp. 93-96. (doi: 10.1002/chem.201504484) (PMID:26555772) (PMCID:PMC4736443)

Abstract

Helically chiral N,N,O,O-boron chelated dipyrromethenes showed 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 ×10−3) and fluorescence quantum yields (ΦF up to 0.73) gave exceptionally efficient circularly polarized red emission from these simple small organic fluorophores, enabling future application in CPL-based bioimaging.

• Item Type: Articles
• Additional Information: Newcastle University (NCL) BBSRC. Grant Number: BB/K013971/1 Department of Chemistry, Faculty of Science, Taibah University, Saudi Arabia EPSRC. Grant Number: EP/F03637X/1 Diamond Light Source
• Status: Published
• Refereed: Yes
• Glasgow Author(s) Enlighten ID: Peacock, Dr Robert
• Authors: Alnoman, R. B., Rihn, S., O'Connor, D. C., Black, F. A., Costello, B., Waddell, P. G., Clegg, W., Peacock, R. D., Herrebout, W., Knight, J. G., and Hall, M. J.
• Subjects: Q Science > QD Chemistry
• College/School: College of Science and Engineering > School of Chemistry
• Journal Name: Chemistry: A European Journal
• Publisher: Wiley
• ISSN: 0947-6539
• ISSN (Online): 1521-3765
• Copyright Holders: Copyright © 2016 The Authors
• First Published: First published in Chemistry: A European Journal 22(1):93-96
• Publisher Policy: Reproduced under a Creative Commons License