Related Experiment Video
Updated: Jun 4, 2026

Preparation of Contiguous Bisaziridines for Regioselective Ring-Opening Reactions
Published on: July 28, 2022
Handedness inversion in preparing chiral 4, 4(')-biphenylene-silica nanostructures
Yi Li1, Hairui Wang, Liwen Wang
1Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123, People's Republic of China.
Abstract:
An anionic gelator, D-C12ValC10COONa, derived from D-valine can cause physical gels in water and organic solvents. Helical 4,4(')-biphenylene-silica nanotubes and nanoribbons were prepared using it with 3-aminopropyltrimethoxysilane as a co-structure-directing agent and 4,4(')-bis(triethoxysilyl)-1,1(')-biphenyl (BTESB) as precursor. It was found that the handedness of the hybrid silica nanotubes/nanoribbons is sensitive to the pH value and the concentration of the reaction mixtures. However, handedness inversion was not found by changing the reaction temperature. Circular dichroism spectra of the 4,4(')-biphenylene-silica nanotubes indicated that the chirality of the organic self-assemblies were successfully transferred to the twist of the biphenylene rings through the co-structure-directing agent. The handedness of the 4,4(')-biphenylene rings was also tunable by changing the pH value and the concentration of the reaction mixtures. The FESEM images and CD spectra taken after different reaction times indicated that the handedness inversion occurred after adding BTESB.
More Related Videos
10:17Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
Published on: February 7, 2019
10:52Line Shape Analysis of Dynamic NMR Spectra for Characterizing Coordination Sphere Rearrangements at a Chiral Rhenium Polyhydride Complex
Published on: July 27, 2022
Related Concept Videos
Chirality at Nitrogen, Phosphorus, and Sulfur
A consequence of chirality is the need for enantiomeric resolution. While this is theoretically possible for all...
Prochirality
SN2 Reaction: Stereochemistry
If the substrate is an achiral molecule at the α-carbon, the inversion of configuration is not observed.
Naming Enantiomers
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...
Regioselectivity and Stereochemistry of Acid-Catalyzed Hydration