In 2019,Advanced Synthesis & Catalysis included an article by Choudhuri, Khokan; Maiti, Saikat; Mal, Prasenjit. Formula: C12H10S2. The article was titled 《Iodine(III) Enabled Dehydrogenative Aryl C-S Coupling by in situ Generated Sulfenium Ion》. The information in the text is summarized as follows:
An umpolung based one pot and direct C-S coupling approach under metal free and mild condition were described. Electrophile sulfenium ions were generated in situ from thiols RSH (R = Ph, Et, 4-nitrophenyl, 3-chlorophenyl, etc.) using iodine(III) reagent PhI(OAc)2 (PIDA) and subsequently used for aromatic electrophilic substitution (EArS) to synthesize diaryl sulfides R1SR (R1 = 2,4,6-trimethylphenyl, 4-methoxyphenyl, 2,4-dimethylphenyl, etc.). Also by using of appropriate amount of PIDA, cascaded synthesis of C-S and S=O bonds led to aryl sulfinyl arenes R1S(O)R in one pot. Covalent self-sorting or competitive experiments further confirmed the involvement of sulfenium ion in the EArS. The results came from multiple reactions, including the reaction of 1,2-Diphenyldisulfane(cas: 882-33-7Formula: C12H10S2)
1,2-Diphenyldisulfane(cas: 882-33-7) belongs to ethers. Ethers lack the hydroxyl groups of alcohols. Formula: C12H10S2 Without the strongly polarized O―H bond, ether molecules cannot engage in hydrogen bonding with each other.
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem