Premium
Pd II Complexes of [44]‐ and [46]Decaphyrins: The Largest Hückel Aromatic and Antiaromatic, and Möbius Aromatic Macrocycles
Author(s) -
Yoneda Tomoki,
Sung Young Mo,
Lim Jong Min,
Kim Dongho,
Osuka Atsuhiro
Publication year - 2014
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.201408506
Subject(s) - antiaromaticity , aromaticity , chemistry , hückel method , metalation , computational chemistry , conformational isomerism , stereochemistry , organic chemistry , molecular orbital , molecule
Reductive metalation of [44]decaphyrin with [Pd 2 (dba) 3 ] provided a Hückel aromatic [46]decaphyrin Pd II complex, which was readily oxidized upon treatment with DDQ to produce a Hückel antiaromatic [44]decaphyrin Pd II complex. In CH 2 Cl 2 solution the latter complex underwent slow tautomerization to a Möbius aromatic [44]decaphyrin Pd II complex which exists as a mixture of conformers in dynamic equilibrium. To the best of our knowledge, these three Pd II complexes represent the largest Hückel aromatic, Hückel antiaromatic, and Möbius aromatic complexes to date.