Solid-state photoreactivity of 9-substituted acridizinium bromide salts
View / Open Files
Publication Date
2014-10-15Journal Title
CrystEngComm
ISSN
1466-8033
Publisher
RSC
Volume
16
Pages
10830-10836
Language
English
Type
Article
Metadata
Show full item recordCitation
Stratford, S. A., Arhangelskis, M., Bučar, D., & Jones, B. (2014). Solid-state photoreactivity of 9-substituted acridizinium bromide salts. CrystEngComm, 16 10830-10836. https://doi.org/10.1039/C4CE01622J
Abstract
A series of 9-X-acridizinium bromides (where X = F, Cl, Br, I, CH3, C(CH3)3) was synthesised, and their solid-state [4+4] photoreactivity was investigated using crystallographic and spectroscopic methods, while their thermal stability was studied using thermal gravimetry and differential-scanning calorimetry. The study aimed to identify how the nature and size of the substituent on the acridizinium cation affects the regioselectivity of the [4+4] cycloaddition reactions, the reaction’s yields and relative reaction rates. Computational methods were utilised to rationalize the unexpectedly high regioselectivity of the solid-state photodimerisation of 9-Cl-acridizinium bromide salt.
Sponsorship
Isaac Newton Trust (1238(j))
EPSRC (1127438)
Identifiers
External DOI: https://doi.org/10.1039/C4CE01622J
This record's URL: https://www.repository.cam.ac.uk/handle/1810/246239
Rights
Attribution 2.0 UK: England & Wales
Licence URL: http://creativecommons.org/licenses/by/2.0/uk/