Porphyrins with Exocyclic Rings. 13.1 Synthesis and Spectroscopic Characterization of Highly Modified Porphyrin Chromophores with Fused Acenaphthylene and …

…, P Chandrasekar, AT Osuma, ST Chaney…

Index: Lash, Timothy D.; Chandrasekar, Pushpa; Osuma, Augustine T.; Chaney, Sun T.; Spence, John D. Journal of Organic Chemistry, 1998 , vol. 63, # 23 p. 8455 - 8469

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Citation Number: 76

Abstract

As part of a survey on the influence of fused aromatic rings on the porphyrin chromophore, a series of novel structures with fused acenaphthylene or benzothiadiazole rings have been synthesized. Base-catalyzed condensation of 1-nitroacenaphthylene or 4- nitrobenzothiadiazole with esters of isocyanoacetic acid afforded good yields of the annelated pyrroles 5 and 28. Cleavage of the ester moieties with KOH in refluxing ...