Synthesis of Extended 1,3,4‐Oxadiazole and 1,3,4‐Thiadiazole Derivatives in the Suzuki Cross‐coupling Reactions

Abstract

New derivatives of 1,3,4‐oxadiazole and 1,3,4‐thiadiazole were synthesized by a palladium catalyzed Suzuki cross‐coupling reaction under the conditions of the phase transfer catalysis. The structure of the products, the absorption and emission spectra were also studied.

1,3,4-Thiadiazole-Containing Azo Dyes: Synthesis, Spectroscopic Properties and Molecular Structure

“…In continuation of our study on the synthesis and versatile applications of conjugated 1,3,4-thiadiazole derivatives [ 27 , 28 , 29 ], we attempted to synthesize and characterize the structural features of a new series of 2-phenylazo-1,3,4-thiadiazoles, functionalized with aryl substituents directly on the heterocyclic ring. Such systems combining the 1,3,4-thiadiazole ring with other aromatic compounds through an azo linker may find potential industrial applications, not only as classical synthetic dyes and pigments, laser dyes and monomers for the production of OLEDs, but also in medicine and agriculture due to the presence of a toxophoric N–C–S moiety [ 30 ].…”

Observation of Dual Room Temperature Fluorescence–Phosphorescence in Air, in the Crystal Form of a Thianthrene Derivative

“…3−7 As a result, thianthrene and its analogues are mediocre photoluminescence emitters in conditions where the triplet state is effectively quenched by the surrounding environment, i.e., in solution or in the presence of oxygen. 8,9 Interestingly, some authors have previously described that diquinoline derivatives are relatively highly luminescent in aerated solutions, despite being closely related with thianthrene or phenothiazine bearing one or two single sulfur bridges. 10 This underlines the potential role of fine structural tuning of the electronic states, to optimize the contribution of the sulfur atoms and promote efficient spin−orbit coupling and triplet harvesting to the luminescence mechanism.…”

Oxadiazole-Based Highly Efficient Bipolar Fluorescent Emitters for Organic Light-Emitting Diodes

“…Scheme 1 displays the synthetic process of designed bipolar fluorescent emitters. Compounds 1 , 2 , 3 and 4 were known and synthesized by following the methods from previously reported literatures [ 30 , 31 , 32 ]. 2DPAc-OXD, DPAc-OXD, 2PTZ-OXD and PTZ-OXD were synthesized by using the well-known Buchwald Hartwig cross-coupling reaction between the oxadiazole (2 and 4) and phenothiazine or 9,9-diphenyl-9,10-dihydroacridine derivatives by using palladium-based catalyst.…”