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通过取代基效应控制稳定性的氢键复合物中的光异构化:3-(6-氨基吡啶-3-基)丙烯酸酯的案例研究

The / photoisomerization in hydrogen bonded complexes with stability controlled by substituent effects: 3-(6-aminopyridin-3-yl)acrylate case study.

作者信息

Kwiatkowski Adam, Jędrzejewska Beata, Józefowicz Marek, Grela Izabela, Ośmiałowski Borys

机构信息

Faculty of Chemical Technology and Engineering, UTP University of Science and Technology Seminaryjna 3 PL-85326 Bydgoszcz Poland.

Faculty of Mathematics, Physics and Informatics, University of Gdańsk Wita Stwosza 57 80-308 Gdańsk Poland.

出版信息

RSC Adv. 2018 Jun 29;8(42):23698-23710. doi: 10.1039/c8ra03042a. eCollection 2018 Jun 27.

DOI:10.1039/c8ra03042a
PMID:35540258
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9081750/
Abstract

The association of aminopyridine-based acrylic acid and its salt was studied by NMR titration experiments. The AA (acceptor, acceptor) hydrogen-bonding pattern present in the salt forms a complex readily with a DD (donor, donor) hydrogen-bonding pattern of the substituted ureas even in polar and competitive environment. The double carbon-carbon bond in the acrylic acid derivative is subjected to photoisomerization. This is dependent on the association with substituted urea derivatives. The substituent in ureas influences the / isomerization kinetics and position of the photostationary state. Two mechanisms that influence the photoisomerization were proposed. To the best of our knowledge, the / photoisomerization influenced by the substituent in such a hydrogen-bonding pattern has not observed previously. It was shown that interaction with urea derivatives causes lowering of the -to- photoreaction rates.

摘要

通过核磁共振滴定实验研究了氨基吡啶基丙烯酸及其盐的缔合作用。盐中存在的AA(受体,受体)氢键模式即使在极性和竞争性环境中也能与取代脲的DD(供体,供体)氢键模式轻松形成复合物。丙烯酸衍生物中的碳-碳双键会发生光异构化。这取决于与取代脲衍生物的缔合。脲中的取代基会影响光异构化动力学和光稳态的位置。提出了两种影响光异构化的机制。据我们所知,以前尚未观察到在这种氢键模式下受取代基影响的/光异构化。结果表明,与脲衍生物的相互作用会导致-到-光反应速率降低。

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