Palladacycle-Catalyzed Triple Suzuki Coupling Strategy for the Synthesis of Anthracene-Based OLED Emitters

Abstract

The development of the site-selective Suzuki–Miyaura cross-coupling of dibromoanthracene as an efficient strategy toward organic light emitting diodes (OLEDs) is disclosed in this article. An unprecedented step-economic palladacycle-promoted triple Suzuki coupling protocol allowed the synthesis of three new OLED emitters and could prove to be a useful general strategy for researchers working in this field. Characterization of the synthesized molecules by UV–vis spectroscopy and thermogravimetric analysis–differential scanning calorimetry followed by density functional theory studies of the different properties strongly confirms the derivatives possess more significant hole mobility character than electron transfer capability.

Pd-Catalyzed Cross-Couplings: On the Importance of the Catalyst Quantity Descriptors, mol % and ppm

“…Its wider application enabled easier data extraction in this study. We identified 75 journal articles, which included a total of 97 individual reactions, from which good quality data could be extracted and analyzed. ,,,,− The data shows a split between common mol % choices, 0–1 and 4–5 mol %, having ppm values up to 1000 ppm. It also shows that, from these selected papers, lower mol % values are preferred with ca.…”

Developing a straightforward route toward the synthesis of arylaminomaleimides by palladium-catalyzed arylation of one-pot synthesized aminomaleimides

“…Furthermore, because of using the high-cost PA-Ph and Cs 2 CO 3 , it might not be an economical procedure. 47,48 By considering the above-mentioned merits and potential applications of 3-aryl-4-aminomaleimides and the necessity of developing a straightforward, economical, and environmentally friendly method for the synthesis of these prominent compounds, we provide an efficient procedure for synthesizing this class of maleimides. In the present study, the one-pot synthesized 3-aminomaleimides from dimethyl acetylenedicarboxylate (DMAD) and amines were subjected to direct arylation.…”

Palladium Supported on Porous Organic Polymer as Heterogeneous and Recyclable Catalyst for Cross Coupling Reaction

“…The bi-aryl products are multipurpose building blocks in pharmaceuticals, agrochemicals and semiconductor materials such as organic light emitting diodes [ 5 ]. The cross-coupling reaction is one of the most important methods for the direct synthesis of related products [ 6 ]. In the past decades, a wide range of coupling reactions has been catalyzed effectively by palladium catalysts to form the carbon–carbon bond [ 7 , 8 , 9 , 10 , 11 , 12 , 13 ].…”