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An NMR analysis of the crude reaction mixture suggested that it contained traces of parent dibenzochrysene 1d and 9,10-diphenylphenathrene (1b) together with a multitude of products arising from the electrophilic aromatic chlorination of 1a, 1b, and 1d.
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An NMR analysis of the crude reaction mixture suggested that it contained traces of parent dibenzochrysene 1d and 9,10-diphenylphenathrene (1b) together with a multitude of products arising from the electrophilic aromatic chlorination of 1a, 1b, and 1d.
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79953165625
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+2
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+2.
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22
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0028063812
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Oxidative cyclizations of symmetrical TAEs to corresponding diarylphenanthrenes and diarylmethylidenefluorene have been previously observed; see
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Oxidative cyclizations of symmetrical TAEs to corresponding diarylphenanthrenes and diarylmethylidenefluorene have been previously observed; see: Ciminale, F.; Lopez, L.; Mele, G. Tetrahedron 1994, 50, 12685
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23
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79953195064
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It is well known that the cation radicals and dications of of TAEs are twisted around the ethylenic C=C bond by ∼30°-60° and undergo ready isomerization under oxidative conditions; see ref 11.
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It is well known that the cation radicals and dications of of TAEs are twisted around the ethylenic C=C bond by ∼30°-60° and undergo ready isomerization under oxidative conditions; see ref 11.
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24
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0001758806
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red = +0.60 V vs SCE), in the presence of an acid, oxidizes a variety of aromatic donors with oxidation potentials as high as ∼1.6 V vs SCE to the corresponding cation radicals; however, the rate of formation of these cation radicals decreases with the increasing oxidation potential of donors; see:;, and references cited therein
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red = +0.60 V vs SCE), in the presence of an acid, oxidizes a variety of aromatic donors with oxidation potentials as high as ∼1.6 V vs SCE to the corresponding cation radicals; however, the rate of formation of these cation radicals decreases with the increasing oxidation potential of donors; see: Rathore, R.; Kochi, J. K. Acta Chem. Scand. 1998, 52, 114 and references cited therein
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Rathore, R.1
Kochi, J.K.2
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25
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79953178512
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The bifluorenylidene formed from 2a, after oxidative C-C bond formation, can easily be isomerized to DBC 2d by an acid or electron-transfer catalysis; see:;, and references cited therein
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The bifluorenylidene formed from 2a, after oxidative C-C bond formation, can easily be isomerized to DBC 2d by an acid or electron-transfer catalysis; see: Suzuki, K.; Yamaguchi, U. Bull. Chem. Soc. Jpn. 1962, 35, 735 and references cited therein
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Yamaguchi, U.2
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