305367-77-5Relevant academic research and scientific papers
A method of manufacturing an aromatic sulfide compound
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Paragraph 0034-0036; 0041; 0042; 0049, (2019/05/28)
PROBLEM TO BE SOLVED: To provide a method for manufacturing an aromatic sulfide compound, in which the aromatic sulfide compound can be manufactured in a high yield by an industrially advantageous method. SOLUTION: In the method for manufacturing the aromatic sulfide compound, a specific aromatic thiol compound and a specific aromatic halide are subjected to a gas phase reaction under heating in the presence of activated carbon. COPYRIGHT: (C)2013,JPOandINPIT
One-step arylthiolation of aromatic compounds by disulfide radical cations generated from oxidation of diaryl disulfides with aluminium chloride
Takeuchi, Hiroshi,Suga, Keisuke
, p. 1803 - 1808 (2007/10/03)
Reactions of di(phenyl and 4-tolyl) disulfides 1a and 1b with PhX 3a-e (X = H, Me, Et, Ph and Cl) in the presence of AlCl3 at 25°C give diaryl sulfides 4-6 by aromatic arylthiolation via the disulfide radical cations 2, along with thiophenols 7 formed in the incomplete reactions. Competitive intramolecular reactions of 2a also yield diphenyl sulfide 4a or/and thianthrene 8. However, the reactions of bis(4-chlorophenyl and 4-fluorophenyl) disulfides 1c and 1d selectively lead to the aromatic arylthiolation in high yields. The Hammett ρ = -8.8 at 25°C for the phenylthiolation in the reactions of 1a is more negative than that (ρ = -7.0 at -30°C) using SbCl5 instead of AlCl3, and the value ρ = -8.0 for the arylthiolation using 1d is less negative than that using 1a. These and the other mechanistic aspects support the arylthiolations via 2.
