Jove
Visualize
Contact Us
JoVE
x logofacebook logolinkedin logoyoutube logo
ABOUT JoVE
OverviewLeadershipBlogJoVE Help Center
AUTHORS
Publishing ProcessEditorial BoardScope & PoliciesPeer ReviewFAQSubmit
LIBRARIANS
TestimonialsSubscriptionsAccessResourcesLibrary Advisory BoardFAQ
RESEARCH
JoVE JournalMethods CollectionsJoVE Encyclopedia of ExperimentsArchive
EDUCATION
JoVE CoreJoVE BusinessJoVE Science EducationJoVE Lab ManualFaculty Resource CenterFaculty Site
Terms & Conditions of Use
Privacy Policy
Policies

Related Concept Videos

Pericyclic Reactions: Introduction01:17

Pericyclic Reactions: Introduction

Pericyclic reactions are organic reactions that occur via a concerted mechanism without generating any intermediates. The reactions proceed through the movement of electrons in a closed loop to form a cyclic transition state, where rearrangement of the σ and π bonds yields specific products.
Pericyclic reactions can be classified into three categories: electrocyclic reactions, cycloaddition reactions, and sigmatropic rearrangements. Electrocyclic reactions and sigmatropic rearrangements are...
Variables Affecting Phosphorescence and Fluorescence01:26

Variables Affecting Phosphorescence and Fluorescence

Fluorescence and phosphorescence are essential phenomena in fields like analytical chemistry, biological imaging, and materials science, where they detect molecular properties and visualize cellular structures. Understanding the variables that influence these luminescent behaviors is crucial for maximizing accuracy and efficiency in their applications. These variables can broadly be grouped into chemical structure, solvent properties, and external conditions, each playing a distinct role in...
Photochemical Electrocyclic Reactions: Stereochemistry01:26

Photochemical Electrocyclic Reactions: Stereochemistry

The absorption of UV–visible light by conjugated systems causes the promotion of an electron from the ground state to the excited state. Consequently, photochemical electrocyclic reactions proceed via the excited-state HOMO rather than the ground-state HOMO. Since the ground- and excited-state HOMOs have different symmetries, the stereochemical outcome of electrocyclic reactions depends on the mode of activation; i.e., thermal or photochemical.
Selection Rules: Photochemical Activation
Thermal and Photochemical Electrocyclic Reactions: Overview01:26

Thermal and Photochemical Electrocyclic Reactions: Overview

Electrocyclic reactions are reversible reactions. They involve an intramolecular cyclization or ring-opening of a conjugated polyene. Shown below are two examples of electrocyclic reactions. In the first reaction, the formation of the cyclic product is favored. In contrast, in the second reaction, ring-opening is favored due to the high ring strain associated with cyclobutene formation.
Five-Membered Heterocyclic Aromatic Compounds: Overview01:13

Five-Membered Heterocyclic Aromatic Compounds: Overview

Heterocyclic aromatic compounds are cyclic compounds that are aromatic and have one or more heteroatoms—atoms other than carbon, in the ring. Depending upon the number of atoms present in the ring, they can be either five or six-membered. Examples of five-membered heterocyclic aromatic compounds include pyrrole, furan, thiophene, and imidazole. Pyrrole consists of one nitrogen atom having one lone pair of electrons. Furan and thiophene have one oxygen and one sulfur heteroatom, respectively.
Colors and Magnetism03:02

Colors and Magnetism

Color in Coordination Complexes
When atoms or molecules absorb light at the proper frequency, their electrons are excited to higher-energy orbitals. For many main group atoms and molecules, the absorbed photons are in the ultraviolet range of the electromagnetic spectrum, which cannot be detected by the human eye. For coordination compounds, the energy difference between the d orbitals often allows photons in the visible range to be absorbed and emitted, which is seen as colors by the human eye.

You might also read

Related Articles

Articles linked to this work by shared authors, journal, and citation graph.

Sort by
Same author

Synthesis of Pyrrole-Sharing Fused Porphyrinoid Hybrids by Post-fabrication of Ni(II) Porphyrins.

Angewandte Chemie (International ed. in English)·2023
Same author

Di(p-dibenzi)[40]decaphyrin(1.0.0.0.0.1.0.0.0.0) Pd<sup>II</sup> Complex: A Weakly Hückel 38π-Aromatic Macrocycle.

Chemistry, an Asian journal·2023
Same author

Cyclic Azobenzene-BODIPY Hybrids.

Chemistry (Weinheim an der Bergstrasse, Germany)·2023
Same author

Stable Antiaromatic [24]Hexaphyrin(1.1.0.0.1.0) and Its Metal Complexes.

Organic letters·2023
Same author

Synthesis of Naphthalene- and Phenanthrene-Fused Smaragdyrins and Their BF<sub>2</sub> Complexes.

Chemistry, an Asian journal·2023
Same author

Publisher Correction: Doubly N-confused and ring-contracted [24] hexaphyrin Pd-complexes as stable antiaromatic N-confused expanded porphyrins.

Nature communications·2023

Related Experiment Video

Updated: Jun 2, 2026

[(DPEPhos)(bcp)Cu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst
09:12

[(DPEPhos)(bcp)Cu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst

Published on: May 21, 2019

Expanded porphyrins: intriguing structures, electronic properties, and reactivities.

Shohei Saito1, Atsuhiro Osuka

  • 1Department of Chemistry, Graduate School of Science, Kyoto University.

Angewandte Chemie (International Ed. in English)
|April 15, 2011
PubMed
Summary

Expanded porphyrins, larger versions of porphyrins, offer unique structures and properties. Their advanced chemistry is crucial for applications in materials science and coordination chemistry.

More Related Videos

Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
07:12

Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions

Published on: July 17, 2020

ARL Spectral Fitting as an Application to Augment Spectral Data via Franck-Condon Lineshape Analysis and Color Analysis
07:11

ARL Spectral Fitting as an Application to Augment Spectral Data via Franck-Condon Lineshape Analysis and Color Analysis

Published on: August 19, 2021

Related Experiment Videos

Last Updated: Jun 2, 2026

[(DPEPhos)(bcp)Cu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst
09:12

[(DPEPhos)(bcp)Cu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst

Published on: May 21, 2019

Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
07:12

Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions

Published on: July 17, 2020

ARL Spectral Fitting as an Application to Augment Spectral Data via Franck-Condon Lineshape Analysis and Color Analysis
07:11

ARL Spectral Fitting as an Application to Augment Spectral Data via Franck-Condon Lineshape Analysis and Color Analysis

Published on: August 19, 2021

Area of Science:

  • Supramolecular Chemistry
  • Organic Chemistry
  • Materials Science

Background:

  • Expanded porphyrins are higher homologues of porphyrins with distinct structural and electronic characteristics.
  • Research over three decades reveals unique coordination chemistry and reactivity compared to traditional porphyrins.
  • These molecules present opportunities in areas like aromaticity and multimetal coordination.

Purpose of the Study:

  • To review recent advancements in the chemistry of expanded porphyrins.
  • To highlight novel structures and properties emerging in the field.
  • To update the field following the 2003 review by Sessler and Seidel.

Main Methods:

  • Literature review of recent research in expanded porphyrin chemistry.
  • Analysis of structural, electronic, and reactivity data.
  • Synthesis and characterization of novel expanded porphyrin systems.

Main Results:

  • Expanded porphyrins exhibit unique electronic properties and reactivity.
  • Facile realization of Möbius aromatic and antiaromatic systems with twisted structures.
  • Demonstrated potential as functional dyes, nonlinear optical materials, ion receptors, and stable organic radicals.

Conclusions:

  • Expanded porphyrins represent a dynamic area of chemical research.
  • Their unique properties make them highly attractive for diverse scientific and technological applications.
  • Continued exploration promises further breakthroughs in molecular design and function.