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Chemistry of ethanediyl S,S-acetals 6- An example of vicarious nucleophilic substitution of hydrogen in 1,4-benzodithians |
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| Authors: | Romualdo Caputo Mauro De Nisco Giovanni Palumbo Carlo Adamo Vincenzo Barone |
| Institution: | Dipartimento di Chimica Organica e Biologica dell'Università Via Mezzocannone, 16 I-80134 Napoli Italy Dipartimento di Chimica dell'Università Via Mezzocannone, 4 I-80134 Napoli Italy |
| Abstract: | 1,4-Benzodithians, when treated with bromine in anhydrous chloroform, undergo very fast monobromination at the aromatic ring. By the use of quantum mechanical semiempirical calculations, the reaction is shown to proceed most likely via a vicarious nucleophilic substitution of hydrogen. |
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