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Issue 9, 2013
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Synthesis, structure and properties of ethyl naphth[2,3-f]isoindole-1-carboxylate

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Abstract

Ethyl 12-oxo-4,11-dihydro-4,11-ethanonaphth[2,3-f]isoindole-1-carboxylate (2) was prepared from 7-tert-butoxynorbornadiene and quantitatively converted to ethyl naphth[2,3-f]isoindole-1-carboxylate (3) by the thermal or photochemical cheletropic reaction. Ethyl naphth[2,3-f]isoindole-1-carboxylate (3) existed in a 2H-form both in solution and as a solid, and gradually dimerized to give a dianthradiazafulvalene derivative under aerobic conditions.

Graphical abstract: Synthesis, structure and properties of ethyl naphth[2,3-f]isoindole-1-carboxylate

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Publication details

The article was received on 13 Nov 2012, accepted on 17 Dec 2012 and first published on 18 Dec 2012


Article type: Paper
DOI: 10.1039/C2RA22870J
Citation: RSC Adv., 2013,3, 3006-3016
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    Synthesis, structure and properties of ethyl naphth[2,3-f]isoindole-1-carboxylate

    A. Seike, K. Yamagami, Y. Kakitani, M. Kuwajima, H. Uoyama, S. Nagaoka, T. Nakae, S. Mori, T. Okujima and H. Uno, RSC Adv., 2013, 3, 3006
    DOI: 10.1039/C2RA22870J

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