Recent advances in heterocyclic nanographenes and other polycyclic heteroaromatic compounds

A Borissov, YK Maurya, L Moshniaha… - Chemical …, 2021 - ACS Publications
This review surveys recent progress in the chemistry of polycyclic heteroaromatic molecules
with a focus on structural diversity and synthetic methodology. The article covers literature …

Global aromaticity in macrocyclic polyradicaloids: Huckel's rule or baird's rule?

C Liu, Y Ni, X Lu, G Li, J Wu - Accounts of chemical research, 2019 - ACS Publications
Conspectus Aromaticity is one of the most important concepts in organic chemistry to
understand the electronic properties of cyclic π-conjugated molecules. Over a century …

Dithienothiophenes at work: Access to mechanosensitive fluorescent probes, chalcogen-bonding catalysis, and beyond

K Strakova, L Assies, A Goujon, F Piazzolla… - Chemical …, 2019 - ACS Publications
In this review, the multifunctionality of dithieno [3, 2-b: 2′, 3′-d] thiophenes (DTTs) is
covered comprehensively. This is of interest because all involved research is very recent …

Three-Dimensional Fully π-Conjugated Macrocycles: When 3D-Aromatic and When 2D-Aromatic-in-3D?

O El Bakouri, DW Szczepanik, K Jorner… - Journal of the …, 2022 - ACS Publications
Several fully π-conjugated macrocycles with puckered or cage-type structures were recently
found to exhibit aromatic character according to both experiments and computations. We …

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 …

Global aromaticity at the nanoscale

M Rickhaus, M Jirasek, L Tejerina, H Gotfredsen… - Nature …, 2020 - nature.com
Aromaticity can be defined by the ability of a molecule to sustain a ring current when placed
in a magnetic field. Hückel's rule states that molecular rings with [4 n+ 2] π-electrons are …

Exploiting excited-state aromaticity to design highly stable singlet fission materials

KJ Fallon, P Budden, E Salvadori… - Journal of the …, 2019 - ACS Publications
Singlet fission, the process of forming two triplet excitons from one singlet exciton, is a
characteristic reserved for only a handful of organic molecules due to the atypical energetic …

3D global aromaticity in a fully conjugated diradicaloid cage at different oxidation states

Y Ni, TY Gopalakrishna, H Phan, T Kim, TS Herng… - Nature …, 2020 - nature.com
Aromaticity is a vital concept that governs the electronic properties of π-conjugated organic
molecules and has long been restricted to 2D systems. The aromaticity in 3D π-conjugated …

Porphyrinoids as a platform of stable radicals

D Shimizu, A Osuka - Chemical Science, 2018 - pubs.rsc.org
The non-innocent ligand nature of porphyrins was observed for compound I in enzymatic
cycles of cytochrome P450. Such porphyrin radicals were first regarded as reactive …

Expanded porphyrins: functional photoacoustic imaging agents that operate in the NIR-II region

J Chen, AC Sedgwick, S Sen, Y Ren, Q Sun… - Chemical …, 2021 - pubs.rsc.org
Photoacoustic imaging (PAI) relies on the use of contrast agents with high molar absorptivity
in the NIR-I/NIR-II region. Expanded porphyrins, synthetic analogues of natural tetrapyrrolic …