Chemistry of meso-Aryl-Substituted Expanded Porphyrins: Aromaticity and Molecular Twist

T Tanaka, A Osuka - Chemical reviews, 2017 - ACS Publications
Since the discovery of its facile synthesis in 2001, meso-aryl-substituted expanded
porphyrins have been developed as a new class of azaannulenes in light of their facile …

Porphyrinoids, a unique platform for exploring excited-state aromaticity

J Kim, J Oh, A Osuka, D Kim - Chemical Society Reviews, 2022 - pubs.rsc.org
Recently, Baird (anti) aromaticity has been referred to as a description of excited-state (anti)
aromaticity. With the term of Baird's rule, recent studies have intensively verified that the …

Flexible porphyrinoids

B Szyszko, MJ Białek, E Pacholska-Dudziak… - Chemical …, 2017 - ACS Publications
This review underscores the conformational flexibility of porphyrinoids, a unique class of
functional molecules, starting from the smallest triphyrins (1.1. 1) via [18] porphyrins (1.1 …

Relevance of the DFT method to study expanded porphyrins with different topologies

M Torrent‐Sucarrat, S Navarro… - Journal of …, 2017 - Wiley Online Library
Meso‐aryl expanded porphyrins present a structural versatility that allows them to achieve
different topologies with distinct aromaticities. Several studies appeared in the literature …

Chemo‐and Regioselective Reduction of 5, 15‐Diazaporphyrins Providing Antiaromatic Azaporphyrinoids

A Yamaji, H Tsurugi, Y Miyake… - … A European Journal, 2016 - Wiley Online Library
Reagent‐controlled chemo‐and regioselective reduction of 5, 15‐diazaporphyrins has been
developed. The selective reduction of carbon–carbon double bonds of diazaporphyrins …

meso‐Aryl [20]π Homoporphyrin: The Simplest Expanded Porphyrin with the Smallest Möbius Topology

KS Anju, M Das, B Adinarayana, CH Suresh… - Angewandte …, 2017 - Wiley Online Library
An unstable conjugated homoporphyrin was successfully stabilized by introducing meso‐
aryl substitutents. It was evident from the moderate diatropic ring current found by NMR …

Unraveling excited-singlet-state aromaticity via vibrational analysis

J Oh, YM Sung, H Mori, S Park, K Jorner, H Ottosson… - Chem, 2017 - cell.com
The concept of excited-state aromaticity is receiving much attention in that completely
reversed aromaticity in the excited state (so-called aromaticity reversal) provides crucial …

Carbazole-Based Porphyrins: Synthesis, Structure–Photophysical Property Correlations, and Mercury Ion Sensing

A Kalaiselvan, IS Vamsi Krishna, AP Nambiar… - Organic …, 2020 - ACS Publications
The synthesis of a new class of carbazole based macrocycles via [3+ 1] acid-catalyzed
condensation is reported. Spectroscopic investigations and computational studies imply that …

Merging pyridine (s) with porphyrins and analogues: An overview of synthetic approaches

MCS Vallejo, MJA Reis, AMVM Pereira, VV Serra… - Dyes and …, 2021 - Elsevier
Synthetic methodologies leading to porphyrinoids conjugated to pyridyl/pyridinium units are
of longstanding interest in view of the possible application of the obtained derivatives in …

Internally 2, 5‐thienylene‐bridged [46] decaphyrin:(annuleno) annulene network consisting of Möbius aromatic thia [28] hexaphyrins and strong Hückel aromaticity of …

T Soya, H Mori, Y Hong, YH Koo… - Angewandte Chemie …, 2017 - Wiley Online Library
Abstract Internally 1, 3‐phenylene‐and 2, 5‐thienylene‐bridged [46] decaphyrins 2 and 3
have been synthesized. While 2 shows modest aromatic character derived from the global …