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10‐Heterocorroles: Ring‐Contracted Porphyrinoids with Fine‐Tuned Aromatic and Metal‐Binding Properties
Author(s) -
Sakow Dimitri,
Böker Birte,
Brandhorst Kai,
Burghaus Olaf,
Bröring Martin
Publication year - 2013
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.201300757
Subject(s) - corrole , porphyrin , ring (chemistry) , free base , chemistry , ligand (biochemistry) , aromaticity , stereochemistry , base (topology) , metal , crystallography , photochemistry , molecule , organic chemistry , receptor , mathematics , mathematical analysis , biochemistry , salt (chemistry)
A homologous series of ring‐contracted corrinoids, the 10‐heterocorroles H 2 (XCor), is now available as the free‐base ligand set. While the higher homologues, 10‐thia‐ and 10‐selenacorrole, show a porphyrin‐like spectroscopic behavior, 10‐oxacorrole displays lower aromatic character and has the smallest N 4 cavity of all free‐base porphyrinoids synthesized so far, smaller even than those of corrole and porphycene ligands (see picture).