Related Experiment Video
Updated: May 25, 2025

Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
Published on: September 18, 2016
Helicene-Fused Propellanes: A Geometrically Rigid Multihelicene Nanocarbon with Amplified Chirality
Jiahao Ma1, Xinyue Liu1, Fangfang Hao1
1Beijing Advanced Innovation Center for Soft Matter Science and Engineering, State Key Lab of Organic-Inorganic Composites, College of Materials Science and Engineering, Beijing University of Chemical Technology, Beijing, 100029, P.R. China.
Abstract:
Here we report the synthesis of a geometrically distinct three-dimensional (3D) chiral nanocarbon, which is composed of three π-extended [6]helicene subunits fused on a [3,3,3]propellane with P,P,M/M,M,P configurations in the helicene subunits. This nanocarbon can isomerize into the thermodynamically more stable isomer with PPP/MMM configurations in the helicene subunits. Both 3D nanocarbons display a very stable configuration, which can be separated by chiral high-performance liquid chromatography (HPLC). Notably, the nanocarbons display significantly enhanced chiroptical properties compared to the reference π-extended [6]helicene, due to the improved alignment of magnetic and electric transition dipole moments. The twisted [6]helicene subunits in the nanocarbon provide concave surfaces that are suitable-albeit relatively weak-hosts for C60, forming a 1:2 host-guest complex in the solid-state.
More Related Videos
09:22Self-assembling Morphologies Obtained from Helical Polycarbodiimide Copolymers and Their Triazole Derivatives
Published on: February 7, 2017
09:38Fabrication Procedures and Birefringence Measurements for Designing Magnetically Responsive Lanthanide Ion Chelating Phospholipid Assemblies
Published on: January 3, 2018
Related Concept Videos
Prochirality
Radicals: Electronic Structure and Geometry
Accordingly, the structure of a trivalent radical lies between the geometries of carbocations and carbanions. An sp2-hybridized carbocation is trigonal planar, while an sp3-hybridized carbanion is trigonal pyramidal. Here, the difference in geometry is...
Conformations of Cyclohexane
The chair form is the most stable and derives its name from its resemblance to the “easy chair.” In the chair conformation, two carbon atoms are arranged out-of-plane — one above and one below, minimizing the torsional strain. In the chair form, the bond angle is very close to the ideal...
Molecules with Multiple Chiral Centers
Chirality
Chiral objects exhibit a sense of handedness when they interact with another chiral object. For example, our left foot can only fit in the left shoe and not in the right shoe. Achiral objects — objects that have...
Chair Conformation of Cyclohexane
The hydrogen atoms linked to carbons are arranged in two different axial and equatorial orientations to achieve this...