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NiFe 2 O 4 as a magnetically recoverable nanocatalyst for odourless C–S bond formation via the cleavage of C–O bond in the presence of S 8 under mild and green conditions
Author(s) -
Atashkar Bahareh,
Rostami Amin,
Rostami Abed,
Zolfigol Mohammad Ali
Publication year - 2019
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.4691
Subject(s) - chemistry , bimetallic strip , catalysis , aryl , ethylene glycol , bond cleavage , nanoparticle , coupling reaction , solvent , combinatorial chemistry , chloride , polymer chemistry , organic chemistry , nanotechnology , alkyl , materials science
We present green methodologies for one‐pot and odourless syntheses of unsymmetric and symmetric diaryl sulfides via C─O bond activation using NiFe 2 O 4 magnetic nanoparticles as a reusable heterogeneous nanocatalyst. The synthesis of unsymmetric sulfides is performed using the cross‐coupling reaction of phenolic esters such as acetates, triflates and tosylates with arylboronic acid/S 8 or triphenyltin chloride/S 8 as thiolating agents in the presence of base and NiFe 2 O 4 magnetic nanoparticles as a catalyst in poly(ethylene glycol) as solvent at 60–85°C. Also, the synthesis of symmetric diaryl sulfides from phenolic compounds using S 8 as the sulfur source and NiFe 2 O 4 as catalyst in dimethylformamide at 120°C is described. Using these protocols, the syntheses of various unsymmetric and symmetric sulfides become easier than using the available protocols due to the use of a magnetically reusable bimetallic nanocatalyst and avoiding the use of thiols and aryl halides.