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Oligomerization of 1,2-ethanedithiol: An expedient approach to oligothiaethylenethioglycols

机译:1,2-乙二硫醇的低聚:寡硫代乙硫醇的一种简便方法

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摘要

Reactions of ethylenedithioglycol (ETG) with Na_2CO_3, K_2CO_3, and Cs_2CO_3 provided the oligothiaethylenethioglycols (nETG): di(DETG), tri- (TrETG), tetra- (TETG), and pentathiaethylenethioglycol (PETG), along with higher polymers. The most efficient carbonate was K_2CO_3 and reactions using DETG and TrETG as starting materials-or their mixtures-were also found to afford similar species. This largely unknown oligomerization process was thoroughly explored and potential pathways were put forward. A convenient conversion of ETG to laboratory quantities of the otherwise scarce and/or expensive DETG, TrETG, TETG, and PETG oligomers, in organic or aqueous media was achieved. Notably, this straightforward reaction takes place without the addition of expensive or toxic metal catalysts and with pure water as the solvent, thereby highlighting its potential as a green chemical reaction. Moreover, the process opens up new approaches to dynamic combinatorial libraries (DCLs) of oligomers and macrocycles with manifolded nETG [(SCH_2CH_2)_nS] bridges.
机译:乙二硫代乙二醇(ETG)与Na_2CO_3,K_2CO_3和Cs_2CO_3的反应提供了低硫代亚乙基硫代乙二醇(nETG):di(DETG),三(TrETG),四(TETG)和五硫代亚乙基硫代乙二醇(PETG)以及更高的聚合物。最有效的碳酸盐是K_2CO_3,使用DETG和TrETG作为起始原料(或它们的混合物)的反应也可得到相似的物质。彻底探索了这个很大程度上未知的低聚过程,并提出了潜在的途径。在有机或水性介质中,ETG可以方便地转换为实验室数量的原本稀少和/或昂贵的DETG,TrETG,TETG和PETG低聚物。值得注意的是,这种简单的反应无需添加昂贵或有毒的金属催化剂,而以纯水为溶剂即可进行,从而突出了其作为绿色化学反应的潜力。此外,该过程为流形nETG [(SCH_2CH_2)_nS]桥的低聚物和大环的动态组合库(DCL)开辟了新的途径。

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