Related Experiment Video
Updated: May 1, 2026

Isolating Free Carbenes, their Mixed Dimers and Organic Radicals
Published on: April 19, 2019
Does a cyclopropane ring enhance the electronic communication in dumbbell-type C₆₀ dimers?
Andrea La Rosa1, Katalin Gillemot, Edmund Leary
1Departamento de Química Orgánica, Facultad de Química, Universidad Complutense , E 28040 Madrid, Spain.
Abstract:
Two C60 dumbbell molecules have been synthesized containing either cyclopropane or pyrrolidine rings connecting two fullerenes to a central fluorene core. A combination of spectroscopic techniques reveals that the cyclopropane dumbbell possesses better electronic communication between the fullerenes and the fluorene. This observation is underpinned by DFT transport calculations, which show that the cyclopropane dumbbell gives a higher calculated single-molecule conductance, a result of an energetically lower-lying LUMO level that extends deeper into the backbone. This strengthens the idea that cyclopropane behaves as a quasi-double bond.
More Related Videos
09:45Accessing Valuable Ligand Supports for Transition Metals: A Modified, Intermediate Scale Preparation of 1,2,3,4,5-Pentamethylcyclopentadiene
Published on: March 20, 2017
10:17Efficient Construction of Drug-like Bispirocyclic Scaffolds Via Organocatalytic Cycloadditions of α-Imino γ-Lactones and Alkylidene Pyrazolones
Published on: February 7, 2019
Related Concept Videos
Conformations of Cycloalkanes
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
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...
Diels–Alder Reaction Forming Cyclic Products: Stereochemistry
Aromatic Hydrocarbon Anions: Structural Overview
Due to the absence of continuous...
Cycloaddition Reactions: Overview