Desulfurization of benzo- and dibenzothiophenes with nickel boride was written by Back, Thomas G.;Yang, Kexin;Krouse, H. Roy. And the article was included in Journal of Organic Chemistry in 1992.Application In Synthesis of Dibenzo[b,d]thiophen-3-amine This article mentions the following:
Nickel boride, prepared from the reduction of nickel chloride hexahydrate with sodium borohydride in methanol-tetrahydrofuran, reduces benzothiophenes to alkylbenzenes and dibenzothiophenes to biphenyls. The reaction is rapid at or below room temperature and does not require protection from the atm. Best results are obtained when the nickel boride is generated in situ in the presence of the sulfur compound Hydroxyl, carboxyl, ester, and amino groups are unaffected while chloro, bromo, and nitro substituents are also reduced under these conditions. A short-lived intermediate, possibly a nickel hydride species, appears to be required in the desulfurization. Complexation of the substrate to the nickel boride surface, followed by stepwise reduction of the two CS bonds, occurs. The faster disappearance of dibenzothiophene containing the lighter 32S isotope compared to that with 34S [k(32S)/k(34S) = 1.005 to 1.006] suggests that CS bond cleavage is the rate determining step. In the experiment, the researchers used many compounds, for example, Dibenzo[b,d]thiophen-3-amine (cas: 25288-76-0Application In Synthesis of Dibenzo[b,d]thiophen-3-amine).
Dibenzo[b,d]thiophen-3-amine (cas: 25288-76-0) belongs to benzothiophene derivatives. Benzothiophene finds use in research as a starting material for the synthesis of larger, usually bioactive structures. It is found within the chemical structures of pharmaceutical drugs such as zileuton, raloxifene, and sertaconazole, and also BTCP.Application In Synthesis of Dibenzo[b,d]thiophen-3-amine
Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem