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Pregled bibliografske jedinice broj: 616887

Zbornik radova

Autori: Škalamera, Đani; Mlinarić-Majerski, Kata; Basarić, Nikola; Wan, Peter
Naslov: Photodehydration in 4-[(hydroxymethyl)naphthyl]phenol derivatives
Izvornik: Photochemistry 2012 : Fundamentals and Applications : abstracts ; P20Wijk aan Zee :
Skup: Photochemistry 2012 : Fundamentals and Applications
Mjesto i datum: Wijk aan Zee, Nizozemska, 15.-19.9.2012.
Ključne riječi: ESIPT; quinone methides; photochemistry
Sažetak:
Quinone methides (QM) are commonly encountered reactive intermediates in chemistry and photochemistry of phenols [1]. One method for the photochemical generation of QMs is by photoelimination of H2O from hydroxymethyl-substituted phenols [2]. The mechanism of the reaction involves excited state intramolecular proton transfer (ESIPT) that is coupled with dehydration. The scope of the photoreaction can be extended to larger chromophoric systems wherein the phenol and the benzyl alcohols are not in proximity, such as in phenyl-phenols [3] or naphthols [4]. However, in these examples, transfer of the proton from the phenol to the distal basic site requires mediation by a protic solvent. Herein we report on the investigation of photodehydration reactions in a series of 4-[(hydroxymethyl)naphthyl]phenols 1-3. The compounds are designed to investigate the optimal substitution pattern of the naphthalene chromophore for the formal transfer of the phenolic OH proton to the benzyl alcohol and dehydration reaction. The photodehydration was investigated by irradiations in CH3OH, wherein photomethanolysis product indicate intermediacy of QMs. In addition, we performed fluorescence and laser flash photolysis study.
Vrsta sudjelovanja: Poster
Vrsta prezentacije u zborniku: Sažetak
Vrsta recenzije: Međunarodna recenzija
Projekt / tema: 02.05/25
Izvorni jezik: ENG
Kategorija: Znanstveni
Znanstvena područja:
Kemija
Upisao u CROSBI: Enidija Lukša (Enidija.Luksa@irb.hr), 4. Vel. 2013. u 15:09 sati



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