ArticleJournal of the American Chemical Society2022
Synthesis of π-Extended Thiele's and Chichibabin's Hydrocarbons and Effect of the π-Congestion on Conformations and Electronic States.
Article in Journal of the American Chemical Society, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 16 papers.
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Who cites it
16 citing papers in PubMed, 72 citations in OpenAlex.
- Asymmetric Chichibabin diradicaloids: synthesisChemical science · 2026Article
- Spin characteristics of organic radicals from a single-molecule junction perspective.Chemical science · 2026Review
- Hidden Diradical: Conformational Switch for Solvatochromic NIR Emission With Unity Quantum Yield in Thiele's Hydrocarbon.Angewandte Chemie (International ed. in English) · 2026Article
- Twist and Shine: The Impact of Halogen Substitution on Thiele Hydrocarbon's Optical Properties.Angewandte Chemie (International ed. in English) · 2026Article
- Photochemical and Thermal Concerted 1,3-Sigmatropic Rearrangements of a π-Extended Methylenecyclopropane.Journal of the American Chemical Society · 2025Article
- Organic Spin-State Photoswitches.Angewandte Chemie (International ed. in English) · 2025Review
- Diverse redox-mediated transformations to realize the para-quinoid, σ-bond, and ortho-diphenoquinoid forms.Nature communications · 2025Article
- Folded-twisted mechanisms control dynamic redox properties, photophysics and electron transfer of anthanthrene-quinodimethanes.Chemical science · 2025Article
- Synthesis and reactivity of the di(9-anthryl)methyl radical.Beilstein journal of organic chemistry · 2024Article
- Tetrafluorenofulvalene as a sterically frustrated open-shell alkene.Nature chemistry · 2023Article
- An open-shell molecule that exhibits conformational dynamics.Nature chemistry · 2023Article
- Dimeric tetrabromo-Chemical science · 2023Article
- Synthesis, structural analysis, and properties of highly twisted alkenes 13,13'-bis(dibenzo[a,i]fluorenylidene) and its derivatives.Nature communications · 2023Article
- Controlling the Diradical Character of Thiele Like Compounds.The Journal of organic chemistry · 2023Article
- Multiple stable redox states and tunable ground statesChemical science · 2023Article
- Dibenzotropylium-Capped Orthogonal Geometry Enabling Isolation and Examination of a Series of Hydrocarbons with Multiple 14π-Aromatic Units.Journal of the American Chemical Society · 2023Article
Corrections and comments
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Authors and funding
4 authors at 2 institutions in 1 country.
Funding
No grant is acknowledged in the PubMed record.
Abstract
The biradicaloid of Chichibabin's hydrocarbon exits in a unique thermal equilibrium between closed-shell singlet and open-shell triplet forms. Conceptually, the incorporation of nonplanar aromatic groups, such as anthraquinodimethane (AQD), in these species could bring about stabilization of the individual singlet and triplet spin biradicaloids by creating a high energy barrier for conformational interconversion between folded (singlet) and twisted (triplet) forms. Moreover, this alteration could introduce the possibility of controlling spin states through conformational changes induced by chemical and physical processes. Herein, we report the preparation of AQD-containing, π-extended Thiele's (
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Registered trials
Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.