Control over Excited State Intramolecular Proton Transfer and Photoinduced Tautomerization: Influence of the Hydrogen-Bond Geometry
2015 (English)In: Chemistry - A European Journal, ISSN 0947-6539, E-ISSN 1521-3765, Vol. 21, no 17, 6362-6366 p.Article in journal (Refereed) Published
The influence of H-bond geometry on thedynamics of excited state intramolecular proton transfer(ESIPT) and photoinduced tautomerization in a series ofphenol-quinoline compounds is investigated. Control overthe proton donor–acceptor distance (dDA) and dihedralangle between the proton donor–acceptor subunits isachieved by introducing methylene backbone straps ofincreasing lengths to link the phenol and quinoline. Wedemonstrate that a long dDA correlates with a higher barrierfor ESIPT, while a large dihedral angle opens highlyefficient deactivation channels after ESIPT, preventing theformation of the fully relaxed tautomer photoproduct.
Place, publisher, year, edition, pages
2015. Vol. 21, no 17, 6362-6366 p.
excited state, fluorescence, hydrogen bonds, intramolecular proton transfer, phenols, tautomerism
IdentifiersURN: urn:nbn:se:uu:diva-251468DOI: 10.1002/chem.201500244ISI: 000352796100008OAI: oai:DiVA.org:uu-251468DiVA: diva2:806218