Stimuli-Controlled Keto-Enol Tautomerism of Extended Unsaturated Carbonyls for Gating Photoswitching of Diarylethenes - Details

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Xin, J. (Xin, J..) ^[1] | Xie, M. (Xie, M..) ^[2] | Lu, H. (Lu, H..) ^[3] | Ye, H. (Ye, H..) ^[4] | You, L. (You, L..) ^[5]

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Abstract：

Gated　photoswitching　systems,　which　enable　control　over　photochromic　properties,　play　an　important　role　in　chemistry.　Here,　we　present　a　novel　gated　system　based　on　extended　unsaturated　1,3-dicarbonyl　derivatives　of　diarylethenes　by　manipulating　keto-enol　tautomerism.　While　the　intramolecular　charge　transfer　process　blocked　the　photochromism,　the　creation　of　an　ester　enabled　efficient　bidirectional　photoswitching.　The　use　of　acid/base　further　induced　a　shift　of　the　keto-enol　equilibrium.　Finally,　switchable　multistep　gating　control　of　the　photochrome　was　achieved,　enhancing　the　complexity.　©　2025　American　Chemical　Society.

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[ 1 ] [Xin J.]College of Chemistry, Fuzhou University, Fuzhou, 350108, China
[ 2 ] [Xin J.]State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou, 350002, China
[ 3 ] [Xin J.]Fujian College, University of Chinese Academy of Sciences, Fuzhou, 350002, China
[ 4 ] [Xie M.]College of Chemistry, Fuzhou University, Fuzhou, 350108, China
[ 5 ] [Xie M.]State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou, 350002, China
[ 6 ] [Xie M.]Fujian College, University of Chinese Academy of Sciences, Fuzhou, 350002, China
[ 7 ] [Lu H.]State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou, 350002, China
[ 8 ] [Ye H.]State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou, 350002, China
[ 9 ] [You L.]College of Chemistry, Fuzhou University, Fuzhou, 350108, China
[ 10 ] [You L.]State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou, 350002, China
[ 11 ] [You L.]Fujian College, University of Chinese Academy of Sciences, Fuzhou, 350002, China

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Organic Letters

ISSN： 1523-7060

Year： 2025

Issue： 9

Volume： 27

Page： 2174-2179

4 . 9 0 0

JCR@2023

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