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Photochemical Electrocyclic Reactions: Stereochemistry

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.
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Introduction
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Related Experiment Video

Updated: Dec 30, 2025

[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst

[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst

Published on: May 21, 2019

Photoinduced Heterogeneous C-H Arylation by a Reusable Hybrid Copper Catalyst.

Isaac Choi¹, Valentin Müller¹, Gaurav Lole²

¹Institut für Organische und Biomolekulare Chemie, Georg-August-Universität, Tammanstrasse 2, 37077, Göttingen, Germany.

Chemistry (Weinheim an Der Bergstrasse, Germany)

|January 17, 2020

Summary

This study introduces a novel heterogeneous copper catalyst for photoinduced C-H arylations at room temperature. This efficient method provides access to valuable organic compounds and demonstrates catalyst reusability.

Keywords:

C−H arylation copper catalysis heterogeneous catalysis hybrid catalysis photocatalysis

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Photogeneration of N-Heterocyclic Carbenes: Application in Photoinduced Ring-Opening Metathesis Polymerization

Photogeneration of N-Heterocyclic Carbenes: Application in Photoinduced Ring-Opening Metathesis Polymerization

Published on: November 29, 2018

Area of Science:

Organic Chemistry
Catalysis
Photochemistry

Background:

C-H functionalization is a key strategy in organic synthesis.
Developing mild and efficient catalytic systems remains a challenge.

Purpose of the Study:

To develop a novel heterogeneous copper catalyst for photoinduced C-H arylations.
To achieve step-economical synthesis of arylated compounds under mild conditions.

Main Methods:

Utilized a hybrid copper catalyst for photoinduced C-H arylation reactions.
Employed various aryl halides to arylate heteroarenes, terpenes, and natural products.
Characterized the catalyst using TEM, HRTEM, and XPS analyses.

Main Results:

Achieved efficient C-H arylations at room temperature.
Demonstrated the catalyst's versatility with diverse substrates.
Confirmed catalyst stability and reusability without significant loss of efficacy.

Conclusions:

The developed heterogeneous copper catalyst enables mild and efficient photoinduced C-H arylations.
The catalyst offers a sustainable approach due to its stability and reusability.
This method provides a valuable tool for synthesizing complex organic molecules.