Related Experiment Video
Updated: May 26, 2026

Probing C84-embedded Si Substrate Using Scanning Probe Microscopy and Molecular Dynamics
Published on: September 28, 2016
Synthesis, structure, fullerene-binding and resolution of C3-symmetric cavitands with rigid and deep cavities
Jin-Tao Yu1, Zhi-Tang Huang, Qi-Yu Zheng
1Beijing National Laboratory for Molecular Sciences, Institute of Chemistry, Chinese Academy of Sciences, Beijing, 100190, China.
Abstract:
An efficient palladium-catalyzed Suzuki-Miyaura coupling method involving the reaction between CTV-Br(3) and a variety of aryl and heteroaryl boronic acids in the presence of indolyl phosphane ligands has been developed. This reaction procedure provided a series of C(3)-symmetric aryl-extended rigid cavitands for the first time. X-ray crystal structure analysis revealed that the phenyl substituted cavitand 5a has much larger rim edges and cavity height. This macrocyclic host adopts a linear head-to-tail "hand-shake" self-inclusion arrangement in the crystalline state. The fluorescence of 5a was considerably quenched upon the addition of C(60), with a binding constant of 78,700 ± 2300 dm(3) mol(-1) and a 1:1 stoichiometry according to the Job's plot. The interaction of C(60) with 5a in the excited state is stronger than that with CTV, which could be attributed to more binding sites in the extended arms of 5a. Moreover, optically active C(3)-symmetric cavitands (+)- and (-)-6 were easily obtained with high efficiency through chemical resolution.
Related Concept Videos
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 tetrahedral value,...
Chair Conformation of Cyclohexane
The hydrogen atoms linked to carbons are arranged in two different axial and equatorial orientations to achieve this staggered...
Chirality at Nitrogen, Phosphorus, and Sulfur
A consequence of chirality is the need for enantiomeric resolution. While this is theoretically possible for all...
Newman Projections
The organic molecules rotate across the single bonds leading to numerous temporary three-dimensional structures of varying energy known as conformers.
Stability of Substituted Cyclohexanes
The two chair conformations of cyclohexanes undergo rapid interconversion at room temperature. Both forms have identical energies and stabilities, each comprising equal amounts of the equilibrium mixture. Replacing a hydrogen atom with a functional group makes the two conformations energetically non-equivalent.
For example, in...
[3,3] Sigmatropic Rearrangement of 1,5-Dienes: Cope Rearrangement

