A Se-77 NMR study of elemental selenium reduction using NaBH4

作者：Marques de Oliveira Alfredo Ricardo; Piovan Leandro; Simonelli Fabio; Barison Anderson; Santos Maria de Fatima C; Marcondes de Mello Murilo Belini

来源：Journal of Organometallic Chemistry, 2016, 806: 54-59.

DOI：10.1016/j.jorganchem.2016.01.028

• NaHSe (SeNMR)-Se-77 detection
• Selenium reduction
• Selenide trapping

Alkylation or arylation of selenide or diselenide anions is a well-established method to obtain organo-selenium compounds. Nevertheless, detecting inorganic selenium anions using Se-77 NMR is still a challenge. In a previous work, alkylation of Na2Se was found sometimes to yield a mixture of organyl selenides/diselenides in variable amounts. In the literature, this mixture is sometimes attributed to the oxidation of an intermediate alkyl selenol during the extraction. To understand this process, a series of experiments using Se-77 NMR were performed. It was clear from the Se-77 NMR experiments that NaHSe- and Se-2(2-) formation was very dependent on the NaBH4 stoichiometry used. After alkylation, alkyl selenol and dialkyl diselenide were identified, proving they were not formed during the extraction step. As a result, alkyl selenols, dialkyl selenides or dialkyl diselenides with a high purity degree were obtained. To achieve high purity and selectivity of the organoselenium compound, the stoichiometric ratio between Se-0/NaBH4 has to be carefully measured.

• 出版日期2016-3-15