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Bi(OTf)3 Enabled C‐F Bond Cleavage in HFIP: Electrophilic Aromatic Formylation with Difluoro(phenylsulfanyl)methane
Asian Journal of Organic Chemistry ( IF 2.7 ) Pub Date : 2018-06-19 , DOI: 10.1002/ajoc.201800313
Nolan M. Betterley 1 , Sutthichat Kerdphon 2 , Suppisak Chaturonrutsamee 1, 3 , Sopanat Kongsriprapan 4 , Panida Surawatanawong 1 , Darunee Soorukram 1 , Manat Pohmakotr 1 , Pher G. Andersson 2 , Vichai Reutrakul 1 , Chutima Kuhakarn 1
Affiliation  

Bismuth(III) trifluoromethanesulfonate [Bi(OTf)3] mediated mild electrophilic aromatic formylation utilizing difluoro(phenylsulfanyl)methane (PhSCF2H) as a formylating agent in hexafluoro‐2‐propanol (HFIP) as a recyclable ionizing solvent has been developed. The active formylating species was generated via C−F bond cleavage and was characterized to be a bis(phenylsulfanyl)methyl cation by experimental and computational 1H and 13C NMR.

中文翻译:

HFIP中具有Bi(OTf)3的C-F键断裂:用二氟(苯硫基)甲烷进行亲电芳构化

三氟甲烷磺酸铋(III)[Bi(OTf)3 ]介导了温和的亲电芳族甲酰化反应,利用二氟(苯基硫烷基)甲烷(PhSCF 2 H)作为甲酰化剂在六氟-2-丙醇(HFIP)中作为可循环电离溶剂。活性的甲酰化物质是通过CF键断裂而生成的,并通过实验和计算的1 H和13 C NMR表征为双(苯基硫烷基)甲基阳离子。
更新日期:2018-06-19
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