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Santoro, Amedeo, Lord, Rianne M. 
ORCID: https://orcid.org/0000-0001-9981-129X, Loughrey, Jonathan J., McGowan, Patrick C., Halcrow, Malcolm A., Henwood, Adam F., Thomson, Connor and Zysman-Colman, Eli
(2015)
One-pot synthesis of highly emissive dipyridinium dihydrohelicenes.
Chemistry - A European Journal, 21 (19).
pp. 7035-7038.
ISSN 0947-6539
Abstract
Condensation of a pyridyl‐2‐carbaldehyde derivative with 2‐(bromoethyl)amine hydrobromide gave tetracyclic pyrido[1,2‐a]pyrido[1′,2′:3,4]imidazo‐[2,1‐c]‐6,7‐dihydropyrazinium dications in excellent yields. Crystal structures and NOE data demonstrated the helical character of the dications, the dihedral angles between the two pyrido groups ranging from 28–45°. An intermediate in the synthesis was also characterized. A much brighter emission compared to literature helicenes has been found, with quantum yields as high as 60 % in the range of λ=460–600 nm. Preliminary cytotoxicity studies against HT‐29 cancer cells demonstrated moderate‐to‐good activity, with IC50 values 12–30× that of cisplatin.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | sdg 3 - good health and well-being ,/dk/atira/pure/sustainabledevelopmentgoals/good_health_and_well_being |
| Faculty \ School: | Faculty of Science > School of Chemistry (former - to 2024) |
| UEA Research Groups: | Faculty of Science > Research Groups > Chemistry of Materials and Catalysis Faculty of Science > Research Groups > Chemistry of Life Processes Faculty of Science > Research Centres > Centre for Molecular and Structural Biochemistry |
| Related URLs: | |
| Depositing User: | LivePure Connector |
| Date Deposited: | 30 Jan 2020 04:15 |
| Last Modified: | 25 Sep 2024 14:28 |
| URI: | https://ueaeprints.uea.ac.uk/id/eprint/73878 |
| DOI: | 10.1002/chem.201406255 |
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