Preparation of a discotic 2,4,7,9-tetraaryl-6H-dibenzo[c,e][1,2]thiazine and generation of a persistent Radical 1 |
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Authors: | Monika J Sienkowska John M Farrar Piotr Kaszynski |
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Institution: |
a Organic Materials Research Group, Department of Chemistry, Vanderbilt University, Nashville, TN 37235 |
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Abstract: | 6H-Dibenzod,e]1,2]thiazine substituted with four 3,4-dioctyloxyphenyl groups forms a room temperature discotic phase with a clearing temperature of 104°C. Oxidation of the thiazine 2b with either metal oxides (PbO2 or AgO) or SO2Cl2 gave a moderately stable radical 1b (a N = 0.95 mT, g = 2.0045). Full conversion of 2b to 1b was observed with AgO in a toluene/MeCN mixture or with SO2Cl2. The radical 1b was isolated in the neat form with the latter oxidant. It shows sensitivity to molecular oxygen, which hampered its purification and subsequent thermal and magnetic studies. |
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