Synthesis of Sulfur-Containing Cymantrene Derivatives Having Potential Photo- and Electrochemical Properties

With the aim of preparing of sulfur-containing derivatives of cymantrene, the hydrolysis of isothiouronium salts of alkylcymantrenes was studied under various conditions as well as subsequent chemical transformations of hydrolysis products. It was found that alkylcymantrenylthiols can be prepared either by hydrolysis of isothiouronium salts under the action of NaOH in a EtOH-acetone (4 : 1) mixture for 2 h or by the reduction of the corresponding disulfides by LiAlH4 formed in the course of this reaction in good yield for 6 h. Electrochemical properties of disulfides Cym(CHCH3)SS(CHCH3)Cym (Cym = C5H4Mn(CO)3) in solution before and after irradiation with a Hg lamp at λ365 nm were studied. The structures of the compounds were established by the X-ray analysis (CymCH(CH3)SSCH(CH3)Cym (I) (CIF file CCDC no. 1921952) and CymCH2SCH2Cym (II) (CIF file CCDC no. 1921953)).