2037-31-2Relevant articles and documents
The aromatic thiol compound (by machine translation)
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Paragraph 0090, (2017/10/31)
[A] at a high rate, and, high purity aromatic thiol compound method. [Solution] the presence of metal sulfide, with a compound represented by formula (1), by a vapor phase reaction of hydrogen sulfide, (2) an aromatic thiol compound represented by the formula manufacturing method. (R are each independently, C1 a-4 alkyl group, a hydroxyl group, amino group, cyano group, nitro group, C1 a-2 alkoxy group or a halogen atom; n is an integer of 0 - 5; X is a halogen atom)[Drawing] no (by machine translation)
Copper(II)-Catalyzed Single-Step Synthesis of Aryl Thiols from Aryl Halides and 1,2-Ethanedithiol
Liu, Yajun,Kim, Jihye,Seo, Heesun,Park, Sunghyouk,Chae, Junghyun
supporting information, p. 2205 - 2212 (2015/07/27)
A highly efficient transition metal-catalyzed single-step synthesis of aryl thiols from aryl halides has been developed employing copper(II) catalyst and 1,2-ethanedithiol. The key features are use of readily available reagents, a simple operation, and relatively mild reaction conditions. This new protocol shows a broad substrate scope with excellent functional group compatibility. A variety of aryl thiols are directly prepared from aryl halides in high yields. Furthermore, the aryl thiols are used in situ for the synthesis of more advanced molecules such as diaryl sulfides and benzothiophenes.
Kinetics and mechanism of the aminolysis of thiophenyl methylacetates in acetonitrile
Oh, Hyuck Keun,Yang, Jin Hee,Cho, In Ho,Lee, Hai Whang,Lee, Ikchoon
, p. 485 - 490 (2007/10/03)
The aminolysis of Z-thiophenyl methylacetates (C2H5C(double bond O)SC6H4Z) with X-benzylamines in acetonitrile has been investigated at 45 °C. The reaction is found to proceed by a stepwise mechanism in which the rate-determining step is the breakdown of the zwitterionic tetrahedral intermediate, T±, with possibly a hydrogen-bonded four-center-type transition state. These mechanistic conclusions are drawn based on (i) the large magnitude of βX (= 1.2 to approximately 2.5) and βz (= -0.9 to approximately -1.5), (ii) the normal kinetic isotope effects (kH/kD?1.2) involving deuterated benzylamines (XC6H4CH2ND2), (iii) a large positive ρxz (= 2.4) and (iv) adherence to the reactivity-selectivity principle in all cases. The extremely large βX (βnuc) values can be accounted for by the loss of a strong localized cationic charge on the N atom of benzylamines in the expulsion from the T±. The pKa° (≥10.0) is high due to a large ratio of the expulsion rates of the amine (k-a) to thiophenolate (kb) (k-a/kb) from the T±.