Pregled bibliografske jedinice broj: 1160760
Excited State Intramolecular Proton Transfer From Nitrogen To Carbon Atom In Aminobiphenyls
Excited State Intramolecular Proton Transfer From Nitrogen To Carbon Atom In Aminobiphenyls // 27th Croatian Meeting of Chemists and Chemical Engineers and 5th Symposium Vladimir Prelog : Book of Abstracts / Marković, Dean ; Meštrović, Ernest ; Namjesnik, Danijel ; Tomašić, Vesna (ur.).
Veli Lošinj: Hrvatsko kemijsko društvo, 2021. str. 59-59 (predavanje, međunarodna recenzija, sažetak, znanstveni)
CROSBI ID: 1160760 Za ispravke kontaktirajte CROSBI podršku putem web obrasca
Naslov
Excited State Intramolecular Proton Transfer From
Nitrogen To Carbon Atom In Aminobiphenyls
Autori
Draženović, Josip ; Rožić, Tomislav ; Došlić, Nađa ; Basarić, Nikola
Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni
Izvornik
27th Croatian Meeting of Chemists and Chemical Engineers and 5th Symposium Vladimir Prelog : Book of Abstracts
/ Marković, Dean ; Meštrović, Ernest ; Namjesnik, Danijel ; Tomašić, Vesna - Veli Lošinj : Hrvatsko kemijsko društvo, 2021, 59-59
Skup
27. hrvatski skup kemičara i kemijskih inženjera (27HSKIKI) ; 5. simpozij Vladimir Prelog
Mjesto i datum
Veli Lošinj, Hrvatska, 05.10.2021. - 08.10.2021
Vrsta sudjelovanja
Predavanje
Vrsta recenzije
Međunarodna recenzija
Ključne riječi
Excited State Intramolecular Proton transfer (ESPIT) ; Aminobiphenyls ; Photochemistry
Sažetak
Excited-state intramolecular proton transfer (ESIPT) is a fundamental photochemical reaction that has been intensively investigated due to numerous applications in sensing technologies and material science.[1] ESIPT takes place in molecules bearing proton donor and acceptor groups in close proximity, whose acidity and basicity are enhanced upon excitation. Furthermore, example of ESIPT between the phenolic OH and the adjacent carbon atom have been well documented. However, examples where amino functional group acts as a photoacid are scarce. Here we report on the investigation of ESIPT reactivity in o-, m- and p- aminobiphenyl derivatives. The process was investigated by irradiations in D2O-CH3CN whereupon the regiospecific deuterium incorporation took place and indirectly pointed to the ESIPT reaction mechanism. Properties of the excited states leading to the ESIPT were investigated by steady-state and time-resolved fluorescence, and we determined the pKa values of the molecules in the ground and the first singlet excited state by UV-vis and fluorescence titrations. To corroborate the experimental findings, the computations have been performed using the Algebraic Diagrammatic Construction to second order (ADC(2) method, [3] which completely unraveled the reaction mechanism and observed ESIPT photochemical pathways.
Izvorni jezik
Engleski
Znanstvena područja
Kemija
POVEZANOST RADA
Projekti:
--IP-2019-04-8008 - Fotokemija: Reakcijski mehanizmi i primjene u organskoj sintezi i biologiji (PhotoApp) (Basarić, Nikola) ( CroRIS)
Ustanove:
Institut "Ruđer Bošković", Zagreb
