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Nitrogen Insertion into a Corrole Ring: Iridium Monoazaporphyrins
Author(s) -
Palmer Joshua H.,
BrockNannestad Theis,
Mahammed Atif,
Durrell Alec C.,
VanderVelde David,
Virgil Scott,
Gross Zeev,
Gray Harry B.
Publication year - 2011
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201102913
Subject(s) - corrole , iridium , ring (chemistry) , chemistry , photochemistry , nitrogen atom , combinatorial chemistry , nanotechnology , organic chemistry , materials science , catalysis
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.