The synthesis of novel isoindoline nitroxides bearing water-solubilising functionality

Fairfull-Smith, Kathryn E., Brackmann, Farina, & Bottle, Steven E. (2009) The synthesis of novel isoindoline nitroxides bearing water-solubilising functionality. European Journal of Organic Chemistry, 2009(12), pp. 1902-1915.

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Abstract

A range of novel tetramethyl- and tetraethylisoindolinenitroxides, possessing aryl-linked carboxylic acids, amines, alcohols and phosphonic acids were prepared. Notably, the chemistry established for the aromatic dibromination of the tetramethylisoindolines was not easily transferred to the corresponding tetraethylisoindoline system. Instead, various tetraethylisoindoline analogues were accessed by the oxidation of methyl groups attached to the aromatic ring to give the carboxylic acids. The increased steric bulk of the tetraethyl structures should limit bio-reduction and these compounds may have potential as antioxidants.

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8 citations in Web of Science®

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ID Code: 29498
Item Type: Journal Article
Refereed: Yes
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Keywords: Nitroxide, Medicinal Chemistry, Antioxidant , Radicals , Isoindoline
DOI: 10.1002/ejoc.200801255
ISSN: 1434-193X
Divisions: Past > QUT Faculties & Divisions > Faculty of Science and Technology
Past > Schools > School of Physical & Chemical Sciences
Deposited On: 06 Jan 2010 22:04
Last Modified: 01 Mar 2012 00:17

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