Journal
TETRAHEDRON LETTERS
Volume 49, Issue 32, Pages 4784-4787Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2008.05.088
Keywords
nitroxide; cyclophanes; host-guest chemistry; free radicals
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Synthesis of a new class of pi-electron-deficient tetracationic cyclophane ring, cyclobis(paraquat-p-phenylene), carrying one or two paramagnetic side-arms based on 2,2,6,6-tetramethylpiperidine-N-oxyl (TEMPO) moiety has been achieved in five steps starting from 2,5-dimethyl benzoic acid. The possibility of exploiting the proposed cyclophanes as hosts in rotaxane-like structures was tested preparing the monoradical receptor by the clipping procedure in the presence of 1,5-dimethoxynaphthalene (DMN). The addition of template allows the isolation of the monoradical complex with DMN. (C) 2008 Elsevier Ltd. All rights reserved.
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