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Electrochemical Fluorination of Dithiocarbonates Using a Triarylamine Mediator
Electroanalysis ( IF 2.7 ) Pub Date : 2021-07-19 , DOI: 10.1002/elan.202100070 Hirokazu Okuda 1 , Kohei Taniguchi 2 , Shinsuke Inagi 2 , Toshio Fuchigami 1
Electroanalysis ( IF 2.7 ) Pub Date : 2021-07-19 , DOI: 10.1002/elan.202100070 Hirokazu Okuda 1 , Kohei Taniguchi 2 , Shinsuke Inagi 2 , Toshio Fuchigami 1
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Electrochemical oxidation of O-(4-chlorobenzyl) S-methyl dithiocarbonate using tris(2,4-dibromophenyl)amine as a redox mediator was studied by cyclic voltammetric measurements. The triarylamine mediated anodic fluorodesulfurization of O-(4-chlorobenzyl) and O-(4-bromobenzyl) S-methyl dithiocarbonates provided 4-chloro- and 4-bromobenzyl fluorides, respectively in moderate yields. On the other hand, similar anodic fluorination of O-(2-phenethyl) S-octyl dithiocarbonate and O-(4-bromophenyl) S-methyl dithiocarbonate afforded 2-phenethyl trifluoromethyl ether and difluoro(methylthio)methyl 4-bromophenyl ether, respectively. Mechanistic aspects are also discussed.
中文翻译：
使用三芳基胺介体对二硫代碳酸酯进行电化学氟化
使用三(2,4-二溴苯基)胺作为氧化还原介质的O- (4-氯苄基)S-甲基二硫代碳酸酯的电化学氧化通过循环伏安测量进行了研究。三芳胺介导的O- (4-氯苄基) 和O- (4-溴苄基) S-甲基二硫代碳酸酯的阳极氟脱硫分别以中等产率提供 4-氯-和 4-溴苄基氟。另一方面，O- (2-苯乙基) S-辛基二硫代碳酸酯和O- (4-溴苯基) S的类似阳极氟化-二硫代碳酸甲酯分别提供2-苯乙基三氟甲基醚和二氟（甲硫基）甲基4-溴苯基醚。还讨论了机械方面。
更新日期：2021-07-19
中文翻译：
使用三芳基胺介体对二硫代碳酸酯进行电化学氟化
使用三(2,4-二溴苯基)胺作为氧化还原介质的O- (4-氯苄基)S-甲基二硫代碳酸酯的电化学氧化通过循环伏安测量进行了研究。三芳胺介导的O- (4-氯苄基) 和O- (4-溴苄基) S-甲基二硫代碳酸酯的阳极氟脱硫分别以中等产率提供 4-氯-和 4-溴苄基氟。另一方面，O- (2-苯乙基) S-辛基二硫代碳酸酯和O- (4-溴苯基) S的类似阳极氟化-二硫代碳酸甲酯分别提供2-苯乙基三氟甲基醚和二氟（甲硫基）甲基4-溴苯基醚。还讨论了机械方面。
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