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Influence of molecular design on radical spin multiplicity: characterisation of BODIPY dyad and triad radical anions

Mangham, Barry; Hanson-Heine, Magnus W. D.; Davies, E. Stephen; Wriglesworth, Alisdair; George, Michael W.; Lewis, William; Kays, Deborah L.; McMaster, Jonathan; Besley, Nicholas A.; Champness, Neil R.

Authors

Barry Mangham

Magnus W. D. Hanson-Heine

E. Stephen Davies

Alisdair Wriglesworth

Michael W. George

William Lewis

Deborah L. Kays

Jonathan McMaster

Nicholas A. Besley

Neil R. Champness



Abstract

This journal is © the Owner Societies. A strategy to create organic molecules with high degrees of radical spin multiplicity is reported in which molecular design is correlated with the behaviour of radical anions in a series of BODIPY dyads. Upon reduction of each BODIPY moiety radical anions are formed which are shown to have different spin multiplicities by electron paramagnetic resonance (EPR) spectroscopy and distinct profiles in their cyclic voltammograms and UV-visible spectra. The relationship between structure and multiplicity is demonstrated showing that the balance between singlet, biradical or triplet states in the dyads depends on relative orientation and connectivity of the BODIPY groups. The strategy is applied to the synthesis of a BODIPY triad which adopts an unusual quartet state upon reduction to its radical trianion.

Journal Article Type Article
Publication Date Feb 28, 2020
Journal Physical Chemistry Chemical Physics
Print ISSN 1463-9076
Electronic ISSN 1463-9084
Publisher Royal Society of Chemistry
Peer Reviewed Peer Reviewed
Volume 22
Issue 8
Pages 4429-4438
APA6 Citation Mangham, B., Hanson-Heine, M. W. D., Davies, E. S., Wriglesworth, A., George, M. W., Lewis, W., …Champness, N. R. (2020). Influence of molecular design on radical spin multiplicity: characterisation of BODIPY dyad and triad radical anions. Physical Chemistry Chemical Physics, 22(8), 4429-4438. https://doi.org/10.1039/c9cp06427c
DOI https://doi.org/10.1039/c9cp06427c
Keywords Physical and Theoretical Chemistry; General Physics and Astronomy
Publisher URL https://pubs.rsc.org/en/content/articlelanding/2020/CP/C9CP06427C
Additional Information : This document is Similarity Check deposited; : Supplementary Information; : Crystal Structure Data; : Barry Mangham (ORCID); : Magnus W. D. Hanson-Heine (ORCID); : Michael W. George (ORCID); : William Lewis (ORCID); : William Lewis (ResearcherID); : Deborah L. Kays (ORCID); : Jonathan McMaster (ORCID); : Jonathan McMaster (ResearcherID); : Nicholas A. Besley (ORCID); : Nicholas A. Besley (ResearcherID); : Neil R. Champness (ORCID); : Neil R. Champness (ResearcherID); : Single-blind; : Received 28 November 2019; Accepted 5 February 2020; Accepted Manuscript published 5 February 2020; Advance Article published 13 February 2020
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