Naslov
Excited state intramolecular proton transfer from nitrogen to carbon

Autori
Basarić, Nikola ; Drazenović, Josip ; Rozić, Tomislav ; Doslić, Nađa

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni

Izvornik
28th PhotoIUPAC Symposium on Photochemistry : Book of abstracts / - , 2022, 93-93

Skup
28th IUPAC Symposium on Photochemistry

Mjesto i datum
Amsterdam, Nizozemska, 17.07.2022. - 22.07.2022

Vrsta sudjelovanja
Predavanje

Vrsta recenzije
Međunarodna recenzija

Ključne riječi
ESIPT to carbon ; Nitrogen photoacids

Sažetak
ESIPT has been in the focus of interest owing to different applications. The most common acidic site is phenolic OH (oxygen photoacid), whereas the basic sites are usually heteroatoms such as carbonyl oxygen or pyridine nitrogen. Moreover, transfer of a proton from oxygen photoacids to a carbon atom of adjacent aromatic ring is already well accepted, as some very efficient reactions have been reported [1, 2], indicating that protonation of carbon is not necessarily slow [3]. Nitrogen photoacids are known, but ESIPT reports are scarce and in principle involve transfer to a very basic pyridine nitrogen. Here we report that the ESIPT to carbon is also a general reaction, involving nitrogen photoacids. The ESIPT has been investigated in a series of aminoaromatic compounds by irradiations in deuterated solvents, where upon D-incorporation denotes the ESIPT pathways. Furthermore, to get insight into the reaction mechanism we conducted fluorescence measurements and laser flash photolysis. The proposed ESIPT mechanism was corroborated by ADC(2)-based electronic structure computations.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA