Signature of the Dirac cone in the properties of linear oligoacenes
Richard Korytár1, Dimitra Xenioti2, Peter Schmitteckert3
1Institut für Nanotechnologie, Karlsruhe Institute of Technology (KIT), PO Box 3640, 76021 Karlsruhe, Germany.
Abstract:
Organic electronics offers prospects of functionality for science, industry and medicine that are new as compared with silicon technology and available at a very low material cost. Among the plethora of organic molecules available for materials design, polymers and oligomers are very promising, for example, because of their mechanical flexibility. They consist of repeated basic units, such as benzene rings, and the number of these units N determines their excitation gap, a property that is often used in proposals of organic photovoltaics. Here, we show that contrary to a widely held belief the magnitudes of excitation gaps do not always decay monotonously with N, but can oscillate due to the presence of a 'Dirac cone' in the band structure. With an eye on the more fundamental question how a molecular wire becomes metallic with increasing length, our research suggests that the process can exhibit incommensurate oscillations.
Related Concept Videos
π Molecular Orbitals of 1,3-Butadiene
The simplest conjugated diene is 1,3-butadiene: a four-carbon system where each carbon is sp2-hybridized and has an unhybridized p orbital that contains an unpaired electron. According to molecular orbital theory, atomic orbitals combine to form molecular orbitals such that the...
[3,3] Sigmatropic Rearrangement of 1,5-Dienes: Cope Rearrangement
Structure of Conjugated Dienes
Conjugated dienes are compounds characterized by the presence of alternating double and single bonds. In a conjugated system like 1,3-butadiene, the unhybridized 2p orbital on each carbon overlaps continuously, allowing the π electrons to be delocalized across the entire molecule. In contrast, this type of overlap does not occur in cumulated and isolated dienes, such as 2,3-pentadiene and 1,4-pentadiene, respectively. Instead, the π electrons remain localized between the...
Stability of Conjugated Dienes
A comparison of the enthalpies of hydrogenation of dienes reveals that conjugated dienes release less heat on hydrogenation, rendering them more stable than their nonconjugated analogs.
¹H NMR: Long-Range Coupling
In alkenes, spin information is communicated via σ–π overlap, as seen in allylic (four-bond) and homoallylic (five-bond) couplings. These coupling interactions are stronger when the σ bond is parallel to the alkene...
Diels–Alder Reaction Forming Cyclic Products: Stereochemistry


