Research

Extended Bis(benzothia)-quinodimethanes and Their Dications: From Singlet Diradicaloids to Isoelectronic Structures of Long Acenes

Extended Bis(benzothia)-quinodimethanes and Their Dications: From Singlet Diradicaloids to Isoelectronic Structures of Long Acenes

In a recent article published in Angew. Chem. Int. Ed., 2016, 55, 9316-9320 (hot paper), (Link), Dr. Chi and her co-workers synthesized a series of extended bis(benzothia)-quinodimethanes and their dications as stable species. The neutral compounds mainly have a quinoidal structure in the ground state but show increased diradical character with extension of the central quinodimethane unit. More importantly, the dications exhibit similar electronic absorption spectra, NMR spectra, NICS values, and diatropic ring currents to their aromatic all-carbon acene analogues and thus can be regarded as genuine isoelectronic structures of pentacene, hexacene and heptacene, respectively. This study provides a new way to design and synthesize stable longer acene analogues with similar electronic structures to the traditional all-carbon acenes.

You May Also Like

Spotlight
Novel method to synthesise valuable fluorinated drug compounds

The research team led by Associate Professor KOH Ming Joo from the NUS Department of Chemistry, together with Professor Eric…

read more
Spotlight
Ultrabright molecular scintillators via near-unity triplet recycling

A research team led by Professor LIU Xiaogang from the Department of Chemistry at NUS, leveraged on rare-earth X–ray absorption and…

read more
Spotlight
Electro-valorization of carbon dioxide to value-added products

A research team led by Associate Professor YEO Boon Siang, Jason from the Department of Chemistry at NUS has unravelled…

read more
Spotlight
Breakthrough in drug-free pain relief: Solvent-mediated analgesia for safer, non-addictive pain management

The research team led by Professor LIU Xiaogang from the Department of Chemistry at NUS developed an upconversion nanoprobe capable…

read more