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

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

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 trans/cis isomerization kinetics and position of the photostationary state. Two mechanisms that in fluence the photoisomerization were proposed. To the best of ourknowledge, the trans/cis photoisomerization in fluenced 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 trans-to-cis photoreaction rates.
Author Adam Kwiatkowski
Adam Kwiatkowski,,
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, Beata Jędrzejewska
Beata Jędrzejewska,,
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, Marek Józefowicz (FMPI / IEP)
Marek Józefowicz,,
- Institute of Experimental Physics
, Izabela Grela
Izabela Grela,,
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, Borys Ośmiałowski
Borys Ośmiałowski,,
-
Journal seriesRSC Advances, ISSN 2046-2069, (A 30 pkt)
Issue year2018
Vol8
No42
Pages23698-23710
Publication size in sheets0.6
DOIDOI:10.1039/c8ra03042a
URL http://pubs.rsc.org/en/content/articlepdf/2018/ra/c8ra03042a
Languageen angielski
LicenseJournal (articles only); published final; Uznanie Autorstwa - Użycie Niekomercyjne (CC-BY-NC); with publication
Score (nominal)35
ScoreMinisterial score = 30.0, 12-07-2018, ArticleFromJournal
Ministerial score (2013-2016) = 35.0, 12-07-2018, ArticleFromJournal
Publication indicators WoS Impact Factor: 2016 = 3.108 (2) - 2016=3.257 (5)
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