4.8 Article

Negative Photochromic 3-Phenylperylenyl-Bridged Imidazole Dimer Offering Quantitative and Selective Bidirectional Photoisomerization with Visible and Near-Infrared Light

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 145, Issue 6, Pages 3318-3322

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jacs.2c13331

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Selective bidirectional photoconversion reactions between stable and metastable isomers of 3-phenylperylenyl-bridged imidazole dimer can be achieved with high conversion ratios by irradiation with different visible light wavelengths. The absorption bands of the two isomers are largely separated by more than 140 nm, allowing for selective reactions with 660 nm and 460 nm light. Also, complete forward reactions can be achieved with near-infrared light of 785 nm.
Selective bidirectional photoisomerization reactions with high conversion ratios between stable and metastable isomers by irradiation of photochromic molecules with visible light of different wavelengths have been an important issue for many years. For negative photochromic molecules known so far, metastable isomers also absorb UV or visible light in the same region as stable isomers, making it difficult to selectively achieve the reverse reaction by visible-light irradiation. We have demonstrated that the absorption bands of the stable and metastable isomers of 3-phenylperylenyl-bridged imidazole dimer are largely separated by more than 140 nm and that almost quantitative and selective bidirectional photoconversion can be achieved by 660 and 460 nm light. Furthermore, the forward reaction can be achieved completely with near-infrared light of 785 nm.

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