Revised structures of N-substituted dibrominated pyrrole derivatives and their polymeric products. Termaleimide models with low optical band gaps

DS Choi, S Huang, M Huang, TS Barnard…

Index: Choi, Dong-Sook; Huang, Shenlin; Huang, Mingsheng; Barnard, Thomas S.; Adams, Richard D.; Seminario, Jorge M.; Tour, James M. Journal of Organic Chemistry, 1998 , vol. 63, # 8 p. 2646 - 2655

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Citation Number: 63

Abstract

This paper describes an unexpected rearrangement/oxidation of N-substituted 2, 5- dibromopyrroles upon treatment with HNO3. The bromides migrate from the 2, 5-positions to the 3, 4-positions with subsequent oxidation at the 2, 5-positions to afford N-substituted 3, 4- dibromomaleimides; the structure was confirmed by single-crystal X-ray analysis. The maleimides were then polymerized to the poly (N-substituted-3, 4-maleimide) s with ...

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