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Dr. Daiki Kuzuhara, Yuka Sakakibara, Dr. Shigeki Mori, Prof. Dr. Tetsuo Okujima, Prof. Dr. Hidemitsu Uno and Prof. Dr. Hiroko Yamada Thiatriphyrin(2.1.1): A Core-Modified Contracted Porphyrin Angewandte Chemie International Edition 52

Article first published online: 11 FEB 2013 | DOI: 10.1002/anie.201209678

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Elusive in its free-base form, the core-modified contracted porphyrin thiatriphyrin(2.1.1) was prepared with p-tolyl substituents by intramolecular McMurry coupling and then converted into various alkoxy-substituted analogues (see scheme; DBU=1,8-diazabicyclo[5.4.0]undec-7-ene). In the presence of trifluoroacetic acid (TFA), each of these compounds was transformed into the protonated thiatriphyrin(2.1.1), which exhibited moderate aromaticity.

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