Premium
Dicarba[26]hexaporphyrinoids(1.1.1.1.1.1) with an Embedded Cyclopentene Moiety—Conformational Switching
Author(s) -
Berlicka Anna,
Stanowska Justyna,
Białek Michał J.,
Ślepokura Katarzyna,
LatosGrażyński Lechosław
Publication year - 2020
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202002603
Subject(s) - cyclopentene , moiety , conformational change , chemistry , stereochemistry , biochemistry , catalysis
Incorporation of cyclopentene fragments into a skeleton of parental [26]hexaphyrin(1.1.1.1.1.1) afforded extended carbaporphyrinoids: 31,34‐dicarbahexa[26]chlorin and its derivatives: the first externally substituted by ethoxy and 2,4,6‐trimethylbenzylidene groups and the second one formed by selective oxidation of one cyclopentene ring. Macrocycles adopt dumbbell‐shaped conformations with two meso hydrogen atoms located inside the macrocyclic cavity. Protonation of 31,34‐dicarba[26]hexachlorins provided dications existing in dumbbell‐shaped and rectangular conformations.