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 …

Control and switching of aromaticity in various all-aza-expanded porphyrins: spectroscopic and theoretical analyses

YM Sung, J Oh, WY Cha, W Kim, JM Lim… - Chemical …, 2017 - ACS Publications
Modification of aromaticity is regarded as one of the most interesting and important research
topics in the field of physical organic chemistry. Particularly, porphyrins and their analogues …

Energetics of Baird aromaticity supported by inversion of photoexcited chiral [4n]annulene derivatives

M Ueda, K Jorner, YM Sung, T Mori, Q Xiao… - Nature …, 2017 - nature.com
For the concept of aromaticity, energetic quantification is crucial. However, this has been
elusive for excited-state (Baird) aromaticity. Here we report our serendipitous discovery of …

Spectroscopic diagnosis of excited-state aromaticity: capturing electronic structures and conformations upon aromaticity reversal

J Oh, YM Sung, Y Hong, D Kim - Accounts of Chemical Research, 2018 - ACS Publications
Conspectus Aromaticity, the special energetic stability derived from cyclic [4 n+ 2] π-
conjugated electronic structures, has been the topic of intense interest in chemistry because …

Bicyclic Baird-type aromaticity

WY Cha, T Kim, A Ghosh, Z Zhang, XS Ke, R Ali… - Nature …, 2017 - nature.com
Classic formulations of aromaticity have long been associated with topologically planar
conjugated macrocyclic systems. The theoretical possibility of so-called bicycloaromaticity …

Structural monitoring of the onset of excited-state aromaticity in a liquid crystal phase

M Hada, S Saito, S Tanaka, R Sato… - Journal of the …, 2017 - ACS Publications
Aromaticity of photoexcited molecules is an important concept in organic chemistry. Its
theory, Baird's rule for triplet aromaticity since 1972 gives the rationale of photoinduced …

Conductance switching in expanded porphyrins through aromaticity and topology changes

T Stuyver, M Perrin, P Geerlings… - Journal of the …, 2018 - ACS Publications
Expanded porphyrins are flexible enough to switch between different π-conjugation
topologies, namely Möbius, Hückel and twisted-Hückel, each with distinct electronic …

Aromaticity and antiaromaticity in the excited states of porphyrin nanorings

MD Peeks, JQ Gong, K McLoughlin… - The Journal of …, 2019 - ACS Publications
Aromaticity can be a useful concept for predicting the behavior of excited states. Here we
show that π-conjugated porphyrin nanorings exhibit size-dependent excited-state global …

Adaptive aromaticity in S0 and T1 states of pentalene incorporating 16 valence electron osmium

D Chen, T Shen, K An, J Zhu - Communications Chemistry, 2018 - nature.com
Aromaticity is a fundamental chemical concept of ever-increasing diversity. According to
Hückel's and Baird's rules, cyclic conjugated species with 4 n+ 2 π-electrons are aromatic in …

Modulations of a Metal–Ligand Interaction and Photophysical Behaviors by Hückel–Möbius Aromatic Switching

J Kim, J Oh, S Park, T Yoneda, A Osuka… - Journal of the …, 2021 - ACS Publications
In organometallic complexes containing π-conjugated macrocyclic chelate ligands,
conformational change significantly affects metal–ligand electronic interactions, hence …