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Dr. Joshua H. Palmer, Theis Brock-Nannestad, Dr. Atif Mahammed, Alec C. Durrell, Dr. David VanderVelde, Dr. Scott Virgil, Prof. Zeev Gross and Prof. Harry B. Gray Nitrogen Insertion into a Corrole Ring: Iridium Monoazaporphyrins Angewandte Chemie International Edition 50

Version of Record online: 30 AUG 2011 | DOI: 10.1002/anie.201102913

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A new route to rare porphyrinoids: The non-innocence of the corrole ring allows the oxidative ring insertion of a nitrogen atom under mild conditions (see scheme; NBS=N-bromosuccinimide). The resulting meso-substituted azaporphyrins exhibit high-energy Soret absorption bands and red luminescence. This new synthetic route will allow for the development of novel azaporphyrin complexes with relevance to the study of biomimetic oxidations.

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