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Cover Feature: Bi(OTf) 3 Enabled C‐F Bond Cleavage in HFIP: Electrophilic Aromatic Formylation with Difluoro(phenylsulfanyl)methane (Asian J. Org. Chem. 8/2018)
Author(s) -
Betterley Nolan M.,
Kerdphon Sutthichat,
Chaturonrutsamee Suppisak,
Kongsriprapan Sopanat,
Surawatanawong Panida,
Soorukram Darunee,
Pohmakotr Manat,
Andersson Pher G.,
Reutrakul Vichai,
Kuhakarn Chutima
Publication year - 2018
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201800442
Subject(s) - chemistry , formylation , electrophile , methane , cleavage (geology) , bond cleavage , electrophilic addition , fluorine , medicinal chemistry , photochemistry , catalysis , organic chemistry , geotechnical engineering , fracture (geology) , engineering
Fluorine Age : C−F bond cleavage of difluoro(phenylsulfanyl)methane (PhSCF 2 H) was achieved by the synergistic effect of Bi(OTf) 3 in 1,1,1,3,3,3‐hexafluoro‐2‐propanol (HFIP), leading to an electrophilic aromatic formylation reaction of indole derivatives and activated aromatics. The active formylating species (thionium ion intermediates) were experimentally and computationally characterized by 1 H and 13 C NMR data, and DFT calculations, respectively. The cover features Hanuman, one of the main characters from the Ramakien—Thailand's national epic, as Bi(OTf) 3 . More information can be found in the Full Paper by Chutima Kuhakarn et al. on page 1642 in Issue 8, 2018 (DOI: 10.1002/ajoc.201800313).