Journal ArticleDOI
3D global aromaticity in a fully conjugated diradicaloid cage at different oxidation states.
Yong Ni,Tullimilli Y. Gopalakrishna,Hoa Phan,Taeyeon Kim,Tun Seng Herng,Yi Han,Tao Tao,Jun Ding,Dongho Kim,Jishan Wu +9 more
TLDR
A fully conjugated diradicaloid molecular cage is synthesized and its aromaticity was investigated, finding different types of aromaticity were accessed in one molecular cage platform, depending on the symmetry, number of π -electrons and spin state.Abstract:
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 molecules has been rarely studied. Here we report a fully conjugated diradicaloid molecular cage and its global aromaticity at different oxidation states. The neutral compound has an open-shell singlet ground state with a dominant 38π monocyclic conjugation pathway and follows the [4n + 2] Huckel aromaticity rule; the dication has a triplet ground state with a dominant 36π monocyclic conjugation pathway and satisfies [4n] Baird aromaticity; the tetracation is an open-shell singlet with 52 π-electrons that are delocalized along the 3D rigid framework, showing 3D global antiaromaticity; and the hexacation possesses D3 symmetry with 50 globally delocalized π-electrons, showing [6n + 2] 3D global aromaticity. Different types of aromaticity were therefore accessed in one molecular cage platform, depending on the symmetry, number of π-electrons and spin state. A conjugated diradicaloid cage has been synthesized and its aromaticity was investigated. The neutral compound and the dication have dominant monocyclic conjugation pathways and both are aromatic (the former following Huckel’s rule and the latter Baird’s rule). The tetracation ([6n + 4] π-electrons) exhibits global 3D antiaromaticity whereas the hexacation ([6n + 2] π-electrons) exhibits global 3D aromaticity and has high D3 symmetry.read more
Citations
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Recent Advances in Heterocyclic Nanographenes and Other Polycyclic Heteroaromatic Compounds.
Arseni Borissov,Yogesh Kumar Maurya,Liliia Moshniaha,Wai-Shing Wong,Marika Żyła-Karwowska,Marcin Stępień +5 more
TL;DR: A review of recent progress in the chemistry of polycyclic heteroaromatic molecules with a focus on structural diversity and synthetic methodology is presented in this paper, covering literature published during the period of 2016-2020, providing an update to our first review of this topic.
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Persistent and Stable Organic Radicals: Design, Synthesis, and Applications
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From molecular to supramolecular electronics
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Molecular Triangles: A New Class of Macrocycles.
TL;DR: This Account designs and synthesizes a new class of macrocycles, namely, molecular triangles, which have rigid structures with triangular geometries and highlights the potential applications of these molecular triangles and their complexes with a range of solvents and electron-rich molecules.
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Nanographenes and Graphene Nanoribbons as Multitalents of Present and Future Materials Science
Yanwei Gu,Zijie Qiu,Klaus Müllen +2 more
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References
More filters
Journal ArticleDOI
VMD: Visual molecular dynamics
TL;DR: VMD is a molecular graphics program designed for the display and analysis of molecular assemblies, in particular biopolymers such as proteins and nucleic acids, which can simultaneously display any number of structures using a wide variety of rendering styles and coloring methods.
Journal ArticleDOI
Nucleus-Independent Chemical Shifts: A Simple and Efficient Aromaticity Probe
Paul von Ragué Schleyer,Christoph Maerker,Alk Dransfeld,Haijun Jiao,Nicolaas J. R. van Eikema Hommes +4 more
TL;DR: The use of absolute magnetic shieldings, computed at ring centers with available quantum mechanics programs, are proposed as a new aromaticity/antiaromaticity criterion to establish NICS as an effective aromaticity criterion.
Journal ArticleDOI
Nucleus-independent chemical shifts (NICS) as an aromaticity criterion.
Zhongfang Chen,Chaitanya S. Wannere,Clémence Corminboeuf,Ralph Puchta,Paul von Ragué Schleyer +4 more
TL;DR: A comprehensive review is presented on nucleus-independent chem.
Journal ArticleDOI
Anomalous Paramagnetism of Copper Acetate
Brebis Bleaney,K. D. Bowers +1 more
TL;DR: In this article, the paramagnetic resonance spectrum of copper acetate is anomalous in that it resembles that of an ion of spin 1, and its intensity decreases as the temperature is lowered.
Journal ArticleDOI
Quanstentheoretische Beiträge zum Benzolproblem
TL;DR: In this article, a quantentheoretische behandlung beruht auf einer Storungsrechnung fur die Ladungsverteilung der Elektronen in substituierten Benzolen.