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SYNTHESIS, CRYSTAL STRUCTURE, AND PHOTOPHYSICAL PROPERTIES OF DIMETHYL 7-OXA-2a1-AZABENZO[b]CYCLOPENTA[pq]PLEIADENE- 1,2-DICARBOXYLATE – NOVEL FUSED OXAZAPOLYCYCLIC SKELETON

Petr P. Petrovskii, Olesya A. Tomashenko, Mikhail S. Novikov, Alexander F. Khlebnikov, Helen Stoeckli-Evans
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Abstract


Dimethyl 3-(2-bromophenyl)dibenzo[b,f]pyrrolo[1,2-d][1,4]oxazepine-1,2-dicarboxylate and its 3,13b-dihydro and 1,2,3,13b-tetrahydro analogs undergo intramolecular cyclization under free radical conditions with the formation of dimethyl 7-oxa-2a1-azabenzo[b]cyclopenta[pq]pleiadene-1,2-dicarboxylate, the unique representative of pyrrole-fused dibenzo[b,f][1,4]oxazepines, consisting of six fused rings. This nonplanar oxazapolyheterocycle shows a strong blue emission in dichloromethane.

Keywords


oxazaheterocycle; crystal structure; fluorescence; radical arylation

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