1,3,5-Triaryl-1,3,5-Triazinane-2,4,6-Trithiones: Synthesis, Electronic Structure and Linear Optical Properties

Abstract

The synthesis of four new 1,3,5-triaryl-1,3,5-triazinane-2,4,6-trithione derivatives (thioisocyanurates) and two new partially thionated analogues from the corresponding 1,3,5-triaryl-1,3,5-triazinane-2,4,6-triones (isocyanurates) is reported, together with their spectroscopic properties. DFT calculations and comparison with the corresponding isocyanurates evidence the impact of the oxygen-for-sulfur replacement on the electronic structure and linear optical properties of these heterocycles. A bathochromic shift of the absorption bands and more efficient quenching of the fluorescence was observed.

Synthesis of rare-earth metal complexes with a morpholine-functionalized β-diketiminato ligand and their catalytic activities towards C–O and C–N bond formation

“…It is notable that elevating the reaction temperature led to a dramatic decrease in the yield of 3aa , because a by-product of cyclotrimerization of phenyl isothiocyanate was obtained (entries 10 and 11). 23…”

“…It is notable that elevating the reaction temperature led to a dramatic decrease in the yield of 3aa, because a byproduct of cyclotrimerization of phenyl isothiocyanate was obtained (entries 10 and 11). 23 Next, the scope of various alcohols and isothiocyanates was examined under the optimized conditions and the results are presented in Table 4. Both electron-donating groups, such as Me and OMe, and electron-withdrawing substituents, such as F, Cl, and NO 2 , on the phenyl ring of isothiocyanates can work well with benzyl alcohol, affording the corresponding O-thiocarbamates 3aa-3ah in moderate to good yields.…”

Electronic Absorption, Emission, and Two-Photon Absorption Properties of Some Extended 2,4,6-Triphenyl-1,3,5-Triazines

“…As for 2-X derivatives, this might be related to the stronger transition moments observed for the lowest-energy 1PA absorptions in 3-X compared with 1-X analogues. Stronger transition moments should result in larger emission quantum yields, owing to the Strickler-Berg relationship [61], and in the absence of low-lying n-π* states able to efficiently quench the fluorescence in 3-X derivatives [11,62].…”