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

Ethyl 12-oxo-4,11-dihydro-4,11-ethanonaphth[2,3-f]isoind ole-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...

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Bibliographic Details
Published in:RSC advances 2013-01, Vol.3 (9), p.3006-3016
Main Authors: Seike, Aya, Yamagami, Kaoru, Kakitani, Yoshimasa, Kuwajima, Miki, Uoyama, Hiroki, Nagaoka, Shin-ichi, Nakae, Takahiro, Mori, Shigeki, Okujima, Tetsuo, Uno, Hidemitsu
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Language:English
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Summary:Ethyl 12-oxo-4,11-dihydro-4,11-ethanonaphth[2,3-f]isoind ole-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.
ISSN:2046-2069
2046-2069
DOI:10.1039/c2ra22870j