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The indanone N-H type excited-state intramolecular proton transfer (ESIPT); the observation of a mechanically induced ESIPT reaction
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You, Jhu-Jyun
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Feng Chia Univ, Dept Chem Engn, Taichung 40724, Taiwan Feng Chia Univ, Dept Chem Engn, Taichung 40724, Taiwan

Lin, Yan-Ding
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Natl Taiwan Univ, Dept Chem, Taipei 10617, Taiwan Feng Chia Univ, Dept Chem Engn, Taichung 40724, Taiwan

Hsu, Chao-Hsien
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Natl Taiwan Univ, Dept Chem, Taipei 10617, Taiwan Feng Chia Univ, Dept Chem Engn, Taichung 40724, Taiwan

Hu, Jiun-Wei
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Feng Chia Univ, Dept Chem Engn, Taichung 40724, Taiwan Feng Chia Univ, Dept Chem Engn, Taichung 40724, Taiwan

Tsai, Ying-Yi
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Natl Taiwan Univ, Dept Chem, Taipei 10617, Taiwan Feng Chia Univ, Dept Chem Engn, Taichung 40724, Taiwan

Qu, Hao-Ting
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Natl Taiwan Univ, Dept Chem, Taipei 10617, Taiwan Feng Chia Univ, Dept Chem Engn, Taichung 40724, Taiwan

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Chou, Pi-Tai
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Natl Taiwan Univ, Dept Chem, Taipei 10617, Taiwan Feng Chia Univ, Dept Chem Engn, Taichung 40724, Taiwan
机构:
[1] Feng Chia Univ, Dept Chem Engn, Taichung 40724, Taiwan
[2] Natl Taiwan Univ, Dept Chem, Taipei 10617, Taiwan
关键词:
TRIBOLUMINESCENCE;
EMISSION;
ACID;
D O I:
10.1039/d4cp02862g
中图分类号:
O64 [物理化学(理论化学)、化学物理学];
学科分类号:
070304 ;
081704 ;
摘要:
We report the design and synthesis of indanone derivatives 1-4 with RR ' N-H & ctdot;O 00000000 00000000 00000000 00000000 11111111 00000000 11111111 00000000 00000000 00000000 C intramolecular hydrogen bonds, in which ESIPT takes place and its dynamics and thermodynamics correlate with H-bond strength, facilitated by electron-withdrawing R ' groups. Compound 4 (R ' = COCF3) shows mechanically induced ESIPT for the first time, where -CF3 & ctdot;HN- interaction plays a key role in the non-centrosymmetric crystal packing. We designed and synthesized indanone derivatives with ESIPT, correlated to H-bond strength. Compound 4 shows mechanically induced ESIPT for the first time, with -CF3-HN- interactions crucial for non-centrosymmetric crystal packing.
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页码:25767 / 25771
页数:5
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