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Published on: November 29, 2018
Orthogonal Photoswitching with Norbornadiene
Martin Drøhse Kilde1, Line Broløs1, Mads Mansø1
1Department of Chemistry, University of Copenhagen, Universitetsparken 5, 2100, Copenhagen Ø, Denmark.
This study demonstrates orthogonal photoswitching using the norbornadiene/quadricyclane (NBD/QC) system. Metal ion complexation allows for wavelength-controlled, sequential photoisomerization, enabling tunable multi-state systems.
Area of Science:
- Supramolecular Chemistry
- Photochemistry
- Materials Science
Background:
- Orthogonal photoswitching offers precise control over multiple functions via selective photoisomerization.
- The norbornadiene/quadricyclane (NBD/QC) system is a known photo/thermo-switch.
- Controlling the sequence of photoisomerization in such systems remains a challenge.
Purpose of the Study:
- To demonstrate orthogonal photoswitching using the NBD/QC system.
- To investigate the effect of metal ion coordination on NBD/QC optical and switching properties.
- To develop a multi-state system with tunable photoisomerization sequences.
Main Methods:
- Synthesis of pyridyl-ligated NBD/QC derivatives.
- Coordination of metal ions (PdII, AgI, PbII) to the ligands.
- Spectroscopic analysis (UV-Vis absorption) to study optical properties.
- Photoisomerization studies under varying irradiation wavelengths.
Main Results:
- Metal ion chelation, particularly with PdII, significantly alters NBD/QC optical and switching properties.
- A four-state system was achieved by mixing PdII complex with its free ligand.
- Orthogonal photoisomerization, controllable by irradiation wavelength, was demonstrated for complexed and uncomplexed NBD/QC species.
- Complexation with AgI and PbII also resulted in red-shifted NBD absorptions.
Conclusions:
- Metal ion coordination provides a powerful strategy to modulate the photoswitching behavior of NBD/QC systems.
- The developed system enables wavelength-selective and orthogonally controllable photoisomerization.
- This work opens avenues for designing sophisticated multi-state molecular switches and functional materials.
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