14892-98-9Relevant academic research and scientific papers
Novel riboflavin-inspired conjugated bio-organic semiconductors
Richtar, Jan,Heinrichova, Patricie,Apaydin, Dogukan Hazar,Schmiedova, Veronika,Yumusak, Cigdem,Kovalenko, Alexander,Weiter, Martin,Sariciftci, Niyazi Serdar,Krajcovic, Jozef
, (2018)
Flavins are known to be extremely versatile, thus enabling routes to innumerable modifications in order to obtain desired properties. Thus, in the present paper, the group of bio-inspired conjugated materials based on the alloxazine core is synthetized using two efficient novel synthetic approaches providing relatively high reaction yields. The comprehensive characterization of the materials, in order to evaluate the properties and application potential, has shown that the modification of the initial alloxazine core with aromatic substituents allows fine tuning of the optical bandgap, position of electronic orbitals, absorption and emission properties. Interestingly, the compounds possess multichromophoric behavior, which is assumed to be the results of an intramolecular proton transfer.
Pteridines, LXXI. - Synthesis and Photochemical Behaviour of 8- Substituted Lumazines
Ram, Vishnu J.,Knappe, Wolfgang R.,Pfleiderer, Wolfgang
, p. 762 - 779 (2007/10/02)
The 8-substituted lumazines 34-69 have been synthesized from 6-chloro-5-nitrouracil (1) and its 3-methyl derivative 2 via the corresponding 6-amino-5-nitrouracils 3-26, substituted at the amino nitrogen.The photochemical properties of the 8-substituted lumazines have been investigated.Various photoreactions were observed depending on the chemical nature of the N-8-side-chain and leading to an easy photodealkylation of the β-hydroxy-, β-methoxy-, and β-aminoethyl derivatives 34-44.Increasing donor properties of the β-substituent enhances the photolability which is expressed in a Norrish-type II cleavage reaction to the corresponding lumazines 70-75. 8-Cycloalkyllumazines 52-54 show photoreduction to 7,8-dihydrolumazines 76-78.The newly synthesized 8-substituted lumazine derivatives have been characterized by elementary analyses and UV spectra.Structural peculiarities due to the various substituents in position 6, 7, and 8 will be discussed.
