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An Expanded Porphycene with High NIR Absorptivity That Stabilizes Two Different Kinds of Metal Complexes
Author(s) -
Anguera Gonzalo,
Cha WonYoung,
Moore Matthew D.,
Brewster James T.,
Zhao Michael Y.,
Lynch Vincent D.,
Kim Dongho,
Sessler Jonathan L.
Publication year - 2018
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201711197
Subject(s) - rhodium , chemistry , molar absorptivity , structural isomer , photochemistry , benzene , metal , excited state , ligand (biochemistry) , organic chemistry , catalysis , optics , biochemistry , physics , receptor , nuclear physics
A new expanded porphycene with 26 π‐electrons has been prepared by the McMurry coupling of 1,4‐bis(3,4‐diethyl‐2‐pyrryl)benzene dialdehyde. Expansion of the porphycene framework provides a ligand capable of stabilizing a bis(rhodium) and a monoruthenium complex. These new porphycene derivatives absorb strongly in the NIR spectral region, with appreciable absorptivity up to 1300 nm. On the basis of their ground‐ and excited‐state spectroscopic features and structural parameters, both the free‐base system and the bis(rhodium) complex are considered to be Hückel‐type aromatic systems. This conclusion is supported by DFT calculations.