Organic Letters
Organic Letters
5 years ago

Pyrene-Tagged Ionic Liquids: Separable Organic Catalysts for SN2 Fluorination

Pyrene-Tagged Ionic Liquids: Separable Organic Catalysts for SN2 Fluorination
Hye Ji Han, Kyo Chul Lee, Abu Taher, Dong Wook Kim
We prepared pyrene-substituted imidazolium-based ionic liquids (PILs) as organic catalysts for the SN2 fluorination using alkali metal fluoride (MF). In this system, the PIL significantly enhanced the reactivity of MF due to the phase-transfer catalytic effect of the imidazolium moiety as well as the metal cation−π (pyrene) interactions. Furthermore, this homogeneous catalyst PIL was easily separated from the reaction mixture using reduced graphene oxide by π–π stacking with the pyrene of PIL.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b01064

DOI: 10.1021/acs.orglett.7b01064

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