The Impact of the Interplay between Steric and Electronic Effects on the Synthesis and Optical Properties of Diketopyrrolopyrroles Bearing Pyridine Moieties was written by Vakuliuk, Olena;Purc, Anna;Clermont, Guillaume;Blanchard-Desce, Mireille;Gryko, Daniel T.. And the article was included in ChemPhotoChem in 2017.Related Products of 3939-12-6 This article mentions the following:
The influence of a combination of steric and electronic factors on both the preparation and the optical properties of diketopyrrolopyrroles was investigated. The attachment of a cyano group to the electron-deficient pyridine ring overcame the neg. influence of the flanking Me group on the efficiency of the synthesis of diketopyrrolopyrroles. Diketopyrrolopyrroles possessing pyridine-N-oxide moieties were studied for the first time. We have also shown that reactions of cyanopyridines possessing an addnl. dialkylamino group were very capricious and depending on the relative position of all substituents, can lead to low yields of diketopyrrolopyrroles. The interplay between the dihedral angle between the diketopyrrolopyrrole core and the pyridyl substituents as well as the presence and position of electron-donating moieties made it possible to modulate the photophys. properties of N,N’-dialkyldiketopyrrolopyrroles. In particular, it was found that pyridine-N-oxides as the aryl moieties had a strong influence on the optical properties of diketopyrrolopyrroles, shifting both absorption and emission bands bathochromically. Two-photon absorption cross-sections had low values except for those dyes possessing a clear quadrupolar centrosym. nature. In the experiment, the researchers used many compounds, for example, 6-Fluoronicotinonitrile (cas: 3939-12-6Related Products of 3939-12-6).
6-Fluoronicotinonitrile (cas: 3939-12-6) belongs to pyridine derivatives. In contrast to benzene, Pyridine’s electron density is not evenly distributed over the ring, reflecting the negative inductive effect of the nitrogen atom. One of the examples of pyridines is the well-known alkaloid lithoprimidine, which is an A3 adenosine receptor antagonist and N,N-dimethylaminopyridine (DMAP) analog, commonly used in organic synthesis.Related Products of 3939-12-6