Design strategy for tautomerization-based small panchromatic molecules

We report a design strategy for developing small panchromatic molecules through structural tautomerism. Bridged rhodamine (1) is soluble in water and exhibits excellent light absorption, its molar absorption coefficient exceeding 5000 across the entire UV-visible region from 300 to 750 nm in DMSO. DFT calculations suggest that the barrierless interconversion of the energetically equivalent C10-hydroxy (1a) and C10-carbonyl (1b) forms of 1 contributes to the broadening of the absorption spectrum.

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Publication Details

Journal
Chemical Communications
Published
2025-01-01
DOI
https://doi.org/10.1039/d5cc01507c
Primary Topic
Photochromic and Fluorescence Chemistry
Type
article
Field-Weighted Citation Impact
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Design strategy for tautomerization-based small panchromatic molecules

Yûji Matsuya, Yuki Ohishi, Masaru Tanioka, Fumino Kitamura et al.
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Photochromic and Fluorescence Chemistry
article

Design strategy for tautomerization-based small panchromatic molecules

Yûji Matsuya, Yuki Ohishi, Masaru Tanioka, Fumino Kitamura, Shiyu Chen, Tsuyoshi Yamada, Masaya Oyama
article en

Abstract

We report a design strategy for developing small panchromatic molecules through structural tautomerism. Bridged rhodamine (1) is soluble in water and exhibits excellent light absorption, its molar absorption coefficient exceeding 5000 across the entire UV-visible region from 300 to 750 nm in DMSO. DFT calculations suggest that the barrierless interconversion of the energetically equivalent C10-hydroxy (1a) and C10-carbonyl (1b) forms of 1 contributes to the broadening of the absorption spectrum.

Chemical CommunicationsVol. 61(51)
University of Toyama (JP)
Openalex Percentile: Top 92%
Photochromic and Fluorescence Chemistry
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