A Highly Efficient Method for the Copper‐Catalyzed Selective Synthesis of Diaryl Chalcogenides from Easily Available Chalcogen Sources

Abstract

An efficient protocol for copper-catalyzed C-S or C-Se bond formation between aryl iodides and easily available chalcogen sources leading to diaryl chalcogenides is reported. A variety of symmetrical diaryl sulfides and diaryl selenides were synthesized in good to excellent yields. Unsymmetrical

High Tg fluoranthene-based electron transport materials for organic light-emitting diodes

“…43 Bis(4-(phenylethynyl)phenyl)sulfane (DPEDPS) was obtained via a Sonogashira coupling reaction of DBDPS with phenylacetylene in the presence of CuI and Pd(PPh 3 ) 4 as catalyst and diisopropylamine/toluene as solvent under an argon atmosphere. Bis(4-bromophenyl)sulfane (DBDPS) was synthesized via a copper-catalysed C-S bond forming reaction from 1-bromo-4-iodobenzene according to a literature procedure.…”

Manganese catalysed sulfenylation of N-methyl amides with arenesulfonyl hydrazides

“…Other oxidants including CAN, PhI(OAc) 2 and benzoquinone did not afford the desired product (entries 7-9), while K 2 S 2 O 8 , TBHP or dicumyl peroxide (DCP) showed very low conversion (entries [10][11][12]. After evaluating the loading of the catalyst and oxidant (entries [13][14][15][16][17], the conditions were set as 2 equivalents of DTBP with 2 mol% of Mn(OAc) 2 (entry 6).…”

“…10 Various sulfonyl hydrazide reagents have been developed in the sulfenylation of indoles, 11 aryl halides, 12 activated alkenes 13 and aryl acetylenes. 4 This new strategy could not only avoid smelling volatile sulfur sources such as thiols, 5 thiolates 6 and disulfides, 7 but also expend the limited substrate scope of agents like thiourea, 8 thiocyanate 9 and metal sulfides.…”

Advances in transition-metal catalyzed thioetherification reactions of aromatic compounds

“…85 Optimization studies showed that DMF and DMSO were suitable solvents for this reaction but toluene and ethylene glycol were ineffective. …”