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Enhancing the Photoswitching Properties of N-Alkyl Imines

2025/05/15 by Jiarong Wu, Lasse Kreimendahl, Jake L. Greenfield · 1 voice · 20 citations
Chemistry · Materials Science · Neuroscience · #Alkyl #Chemistry #Molecular Sensors and Ion Detection #Nanotechnology #Organic chemistry #Photochromic and Fluorescence Chemistry #Photoreceptor and optogenetics research

paper · pdf · doi:10.1021/jacs.5c02404

published in Journal of the American Chemical Society 147(21), 17549-17554 (American Chemical Society)

openalex publication_date 2025/05/15 · openalex created_date 2025/10/10 · openalex updated_date 2026/07/01

Abstract

High Resolution Image Download MS PowerPoint Slide N -Alkyl imines are prevalent in dynamic-covalent chemistry and self-assembled structures, yet their E / Z photochromism is often overlooked due to the high-energy light required for isomerization. Here, we present a simple strategy to enhance their photoswitching properties, achieving switching wavelengths and photostationary state distributions comparable to azobenzene. Moreover, we demonstrate that these N -alkyl imines undergo photoisomerization in the condensed phase and exhibit isomer-dependent fluorescence. We anticipate that this study will inspire the design of photoresponsive architectures that operate directly at the dynamic-covalent bond, eliminating the need for dedicated photoswitchable motifs.

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