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Paper | Special issue | Vol 80, No. 2, 2010, pp. 1187 - 1196
Published online: 4th September, 2009
DOI: 10.3987/COM-09-S(S)102
Thermal Behavior of Bicyclo[2.2.2]octadiene-Installed Precursors for 2H-Anthra[2,3-c]pyrroles and Anthra[2,3-c]thiophene

Hiroki Uoyama, Cai Chenxin, Hiroyuki Tahara, Yusuke Shimizu, Hideki Hagiwara, Yasuaki Hanasaki, Hiroko Yamada, Tetsuo Okujima, and Hidemitsu Uno*

*Integrated Center for Science, Ehime University, Bunkyo-cho 2-5, Matsuyama 790-8577, Japan

Abstract

4,11-Ethano-4,11-dihydro-2H-anthra[2,3-c]pyrrole and 4,11-ethano-4,11-dihydroanthra[2,3-c]thiophene derivatives were prepared from the corresponding bicyclo[2.2.2]octadiene-fused five-membered heterocycles by the Diels-Alder reaction with in situ generated α,α-dibromo-o-xylylene derivatives. Their thermogravimetric analyses showed evapolation without formation of 2H-anthra[2,3-c]pyrrole and anthra[2,3-c]thiophene derivatives under the atmospheric pressure.

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