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Solid-state photoreactivity of 9-substituted acridizinium bromide salts

Stratford, SA; Arhangelskis, M; Bučar, DK; Jones, W; (2014) Solid-state photoreactivity of 9-substituted acridizinium bromide salts. CrystEngComm , 16 (47) pp. 10830-10836. 10.1039/c4ce01622j. Green open access

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Abstract

A series of 9-X-acridizinium bromide salts (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 affected the regioselectivity of the [4 + 4] cycloaddition reactions, the reaction yields and relative reaction rates. Computational methods were utilised to rationalize the unexpectedly high regioselectivity of the solid-state photodimerisation of the 9-Cl-acridizinium bromide salt.

Type: Article
Title: Solid-state photoreactivity of 9-substituted acridizinium bromide salts
Open access status: An open access version is available from UCL Discovery
DOI: 10.1039/c4ce01622j
Publisher version: http://dx.doi.org/10.1039/c4ce01622j
Language: English
Additional information: This article is licensed under a Creative Commons Attribution 3.0 Unported Licence (http://creativecommons.org/licenses/by/3.0/).
UCL classification: UCL
UCL > Provost and Vice Provost Offices > UCL BEAMS
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences > Dept of Chemistry
URI: https://discovery.ucl.ac.uk/id/eprint/1460978
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