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 …

Tridecacyclene Tetraimide: An Easily Reduced Cyclooctatetraene Derivative

R Kumar, PJ Chmielewski, T Lis, D Volkmer… - Angewandte …, 2022 - Wiley Online Library
Tridecacyclene tetraimide, TCTI, an electron‐deficient non‐benzenoid nanocarbon with a
C56N4 polycyclic framework was obtained in a concise synthesis. TCTI has a non‐planar …

Hierarchical Self‐Assembly of Curved Aromatics: From Donor–Acceptor Porphyrins to Triply Periodic Minimal Surfaces

S Kumar, T Lis, W Bury, PJ Chmielewski… - Angewandte Chemie …, 2024 - Wiley Online Library
A saddle‐shaped π‐extended zinc porphyrin containing a peripheral pyridyl ligand
undergoes quantitative self‐assembly into a cyclic trimer. The trimer has a prismatic …

Bridging the Bays, Both Ways: A Janus Butterfly‐Shaped Intense NIR‐Emitting Terrylene Diimide

K Singh Mehra, S Jha, S Bhandary… - Angewandte Chemie …, 2022 - Wiley Online Library
Molecules with intense near‐IR (NIR) emission are beneficial for modern applications such
as night vision, bio‐imaging etc. However, elaborate synthetic manipulations make them …

Acenaphthylene-fused ullazines: fluorescent π-extended monopyrroles with tunable electronic gaps

J Hager, S Kang, PJ Chmielewski, T Lis… - Organic Chemistry …, 2022 - pubs.rsc.org
π-Extended dibenzoullazines containing an acenaphthylene subunit were designed and
synthesized. Two different synthetic strategies were employed: route A, based on Pd …

Electronic energy levels of porphyrins are influenced by the local chemical environment

M Wolf, JJ Ortiz-Garcia, MJ Guberman-Pfeffer… - RSC …, 2022 - pubs.rsc.org
Self-assembled islands of 5, 10, 15, 20-tetrakis (pentafluoro-phenyl) porphyrin (2HTFPP) on
Au (111) contain two bistable molecular species that differ by shifted electronic energy …

Pentacosacyclenes: cruciform molecular nanocarbons based on cyclooctatetraene

R Kumar, PJ Chmielewski, T Lis, M Czarnecki… - Chemical …, 2024 - pubs.rsc.org
Pentacosacyclene (PC) and pentacosacyclene tetraimide (PCTI) were obtained in concise
syntheses involving radial extension of tridecacyclene. PC is an electron-rich hydrocarbon …

Synthesis of a donor–acceptor heterodimer via trifunctional completive self-sorting

S Kumar, YK Maurya, T Lis, M Stępień - Nature Communications, 2022 - nature.com
Selective self-assembly of heterodimers consisting of two non-identical subunits plays
important roles in Nature but is rarely encountered in synthetic supramolecular systems …

Naphthalimide‐Fused Dipyrrins: Tunable Halochromic Switches and Photothermal NIR‐II Dyes

YK Maurya, PJ Chmielewski, J Cybińska… - Advanced …, 2022 - Wiley Online Library
A family of tunable halochromic switches is developed using a naphthalimide‐fused dipyrrin
as the core π‐conjugated motif. Electronic properties of these dipyrrins are tuned by …

Extended porphyrinoid chromophores: heteroporphyrins fused to phenanthrene and acenaphthylene

TD Lash, PJ Rauen - Tetrahedron, 2021 - Elsevier
Fusion of aromatic subunits onto porphyrin chromophores produces variable results and in
some cases only minor bathochromic shifts are observed. In order to extend these …