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Nitrogen Insertion into a Corrole Ring: Iridium Monoazaporphyrins

Palmer, Joshua H. and Brock-Nannestad, Theis and Mahammed, Atif and Durrell, Alec C. and VanderVelde, David and Virgil, Scott and Gross, Zeev and Gray, Harry B. (2011) Nitrogen Insertion into a Corrole Ring: Iridium Monoazaporphyrins. Angewandte Chemie International Edition, 50 (40). pp. 9433-9436. ISSN 1433-7851. https://resolver.caltech.edu/CaltechAUTHORS:20110930-110349275

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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.


Item Type:Article
Related URLs:
URLURL TypeDescription
http://dx.doi.org/10.1002/anie.201102913DOIUNSPECIFIED
http://onlinelibrary.wiley.com/doi/10.1002/anie.201102913/abstractPublisherUNSPECIFIED
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.
Funders:
Funding AgencyGrant Number
NSF Center for Chemical Innovation (CCI) CHE-0802907
NSF Center for Chemical Innovation (CCI) CHE-0947829
U.S. Israel Binational Science Foundation (BSF)UNSPECIFIED
Betty and Gordon Moore FoundationUNSPECIFIED
Arnold and Mabel Beckman FoundationUNSPECIFIED
Subject Keywords:corroles; iridium; photophysics; porphyrinoids; ring enlargement
Issue or Number:40
Record Number:CaltechAUTHORS:20110930-110349275
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20110930-110349275
Official Citation:Palmer, J. H., Brock-Nannestad, T., Mahammed, A., Durrell, A. C., VanderVelde, D., Virgil, S., Gross, Z. and Gray, H. B. (2011), Nitrogen Insertion into a Corrole Ring: Iridium Monoazaporphyrins. Angewandte Chemie International Edition, 50: 9433–9436. doi: 10.1002/anie.201102913
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:25510
Collection:CaltechAUTHORS
Deposited By: Ruth Sustaita
Deposited On:30 Sep 2011 20:20
Last Modified:03 Oct 2019 03:06

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