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Pregled bibliografske jedinice broj: 827222

Časopis

Autori: Blažek Bregović, Vesna; Basarić, Nikola
Naslov: Competing processes in the photochemistry of picolines and their N-methyl salts: photoinduced charge transfer, phototransposition and photohydration
Izvornik: Research on chemical intermediates (0922-6168) 43 (2017), 2; 859-871
Vrsta rada: članak
Ključne riječi: pyridine ; pyridinium salt ; excited state proton transfer ; excited state charge transfer ; phototransposition ; photohydration
Sažetak:
Photochemical reactivity of a series of picolines and their N-methylated salts has been investigated by preparative irradiations and UV-vis spectroscopy. Understanding competing photochemical processes and knowledge of their relative efficiencies is important in the application of pyridines as photocages or in the synthesis of complex polycycles. Contrary to previous reports for the gas phase, picolines are not reactive in the phototransposition, presumably due to protonation of the pyridine nitrogen in the excited state. Deuterium exchange was observed upon irradiation in CD3CN-D2O, but it was rationalized by photoionization and radical formation. On the other hand, N-methylated picoline salts are not protonated upon excitation. They undergo photohydration and phototransposition (ΦR =0.01-0.06). Upon irradiation of iodides, azabicyclic[3.1.0] hydration products were obtained. A difference in product distribution was observed between iodides and perchlorates, due to photoelimination of perchloric acid leading to the thermal aziridine ring opening. Moreover, excitation of iodide derivatives gives rise to change transfer transition forming iodide radicals that eventually give I3- with the quantum efficiency ΦR = 0.015-0.02.
Projekt / tema: HRZZ-IP-2014-09-6312, HRZZ-UIP-02.05/25
Izvorni jezik: ENG
Rad je indeksiran u
bazama podataka:
Current Contents Connect (CCC)
Scopus
SCI-EXP, SSCI i/ili A&HCI
Science Citation Index Expanded (SCI-EXP) (sastavni dio Web of Science Core Collectiona)
Kategorija: Znanstveni
Znanstvena područja:
Kemija
URL Internet adrese: https://link.springer.com/article/10.1007/s11164-016-2669-6
Broj citata:
Altmetric:
DOI: 10.1007/s11164-016-2669-6
URL cjelovitog teksta:
Google Scholar: Competing processes in the photochemistry of picolines and their N-methyl salts: photoinduced charge transfer, phototransposition and photohydration
Upisao u CROSBI: Enidija Lukša (Enidija.Luksa@irb.hr), 14. Srp. 2016. u 12:52 sati



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