Synthesis, properties and crystal structures of rigid porphyrins fused with bicyclo[2.2.2]octene units

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Satoshi Ito, Takashi Murashima, Noboru Ono and Hidemitsu Uno


Abstract

Porphyrins fused with bicyclo[2.2.2]octene frameworks are prepared; the bicyclo[2.2.2] units rigidify the porphyrin ring to maintain planar conformations in solution.


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