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Published September 26, 2011 | public
Journal Article

Nitrogen Insertion into a Corrole Ring: Iridium Monoazaporphyrins

Abstract

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.

Additional Information

© 2011 Wiley-VCH Verlag GmbH & Co. Received: April 27, 2011. Revised: June 21, 2011. Article first published online: 30 Aug 2011. This work was supported by the NSF (CCI Solar, CHE-0802907 and CHE-0947829), the US-Israel BSF, CCSER (Gordon and Betty Moore Foundation), and the Arnold and Mabel Beckman Foundation. We thank Drs. Lawrence M. Henling and Michael W. Day for assistance with the acquisition and analysis of crystallographic data.

Additional details

Created:
August 22, 2023
Modified:
October 24, 2023