Related Experiment Video
Updated: May 9, 2026

Synthesis and Characterization of Multi-Modal Phase-Change Porphyrin Droplets
Published on: October 15, 2021
Triply stacked heterogeneous array of porphyrins and phthalocyanine through stepwise formation of a fourfold rotaxane
Yasuyuki Yamada1, Nozomi Mihara, Shinya Shibano
1Department of Chemistry, Graduate School of Science, Nagoya University, Nagoya 464-8602, Japan.
Abstract:
We report the preparation and crystal structure of a triply stacked metal complex array in which a Cu-phthalocyanine is sandwiched between different Cu-porphyrins. The discrete heterogeneous assembly was prepared through formation of a fourfold rotaxane from a tetradactyl porphyrin with alkylammonium moieties and a phthalocyanine bearing four crown ethers and the subsequent formation of an ionic complex between the fourfold rotaxane and a tetraanionic porphyrin. The tetraanionic porphyrin, Cu-TPPS(4-), is selectively bound to the fourfold rotaxane through cooperative π-π and ionic interactions. The crystal structure revealed the columnar stacked array of the three planar building components in a precise order and spatial arrangement that promote intermolecular electronic communication.
Related Concept Videos
Thermal and Photochemical Electrocyclic Reactions: Overview
Aromatic Hydrocarbon Cations: Structural Overview
Removing one hydrogen from the intervening CH2 group with both...
Photochemical Electrocyclic Reactions: Stereochemistry
Selection Rules: Photochemical Activation
Thermal Electrocyclic Reactions: Stereochemistry
Selection Rules: Thermal Activation
Conjugated systems containing an even number of π-electron pairs undergo a conrotatory ring closure. For example, thermal electrocyclization of (2E,4E)-2,4-hexadiene, a conjugated diene containing two π-electron pairs, gives trans-3,4-dimethylcyclobutene.
Woodward–Hoffmann Selection Rules and Microscopic Reversibility
Pericyclic Reactions: Introduction
Pericyclic reactions can be classified into three categories: electrocyclic reactions, cycloaddition reactions, and sigmatropic rearrangements. Electrocyclic reactions and sigmatropic rearrangements are...

