Nitrogen insertion into a corrole ring: Iridium monoazaporphyrins

Joshua H. Palmer; Theis Brock-Nannestad; Atif Mahammed; Alec C. Durrell; David Vandervelde; Scott Virgil; Zeev Gross; Harry B. Gray

doi:10.1002/anie.201102913

Nitrogen insertion into a corrole ring: Iridium monoazaporphyrins

Joshua H. Palmer^*, Theis Brock-Nannestad, Atif Mahammed, Alec C. Durrell, David Vandervelde, Scott Virgil, Zeev Gross, Harry B. Gray

^*Corresponding author for this work

Department of Chemistry

Research output: Contribution to journal › Journal article › Research › peer-review

33 Citations (Scopus)

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.

Original language	English
Journal	Angewandte Chemie - International Edition
Volume	50
Issue number	40
Pages (from-to)	9433-9436
Number of pages	4
ISSN	1433-7851
DOIs	https://doi.org/10.1002/anie.201102913
Publication status	Published - 2011

Keywords

corroles
iridium
photophysics
porphyrinoids
ring enlargement

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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.",

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T2 - Iridium monoazaporphyrins

AU - Palmer, Joshua H.

AU - Brock-Nannestad, Theis

AU - Mahammed, Atif

AU - Durrell, Alec C.

AU - Vandervelde, David

AU - Virgil, Scott

AU - Gross, Zeev

AU - Gray, Harry B.

PY - 2011

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AB - 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.

KW - corroles

KW - iridium

KW - photophysics

KW - porphyrinoids

KW - ring enlargement

U2 - 10.1002/anie.201102913

DO - 10.1002/anie.201102913

M3 - Journal article

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