20744-04-1Relevant academic research and scientific papers
Pyrene-Tagged Ionic Liquids: Separable Organic Catalysts for SN2 Fluorination
Taher, Abu,Lee, Kyo Chul,Han, Hye Ji,Kim, Dong Wook
, p. 3342 - 3345 (2017)
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
Unbalanced-Ion-Pair-Catalyzed Nucleophilic Fluorination Using Potassium Fluoride
Hammond, Gerald B.,Li, Wangbing,Lu, Zhichao,Xu, Bo
, p. 9640 - 9644 (2021/12/14)
An unbalanced ion pair promoter (e.g., tetrabutylammonium sulfate), consisting of a bulky and charge-delocalized cation and a small and charge-localized anion, greatly accelerates nucleophilic fluorinations using easy handling KF. We also successfully converted an inexpensive and commercially available ion-exchange resin to the polymer-supported ion pair promoter (A26–SO42–), which could be reused after filtration. Moreover, A26–SO42– can be used in continuous flow conditions. In our conditions, water is well-tolerated.
Pyrene-Tagged Alcoholic Ionic Liquids as Phase Transfer Catalysts for Nucleophilic Fluorination
Taher, Abu,Kim, Dong Wook
supporting information, p. 1140 - 1146 (2020/10/15)
Functional group?activity relationships of pyrene-tagged ionic liquid (PTIL)-based organocatalysts for nucleophilic fluorination using alkali metal fluorides (MFs) are described, which demonstrate that the pyrene, oligoether and alcohol moieties on the imidazolium ring are vital for efficient catalysis. Further investigation of these findings led to the discovery of new strategy, which showed superior catalyst separation process, i.e., catalyst is effortlessly separated from the reaction mixture using reduced graphene oxide. The catalytic efficiency of the PTIL as a phase transfer catalyst was demonstrated by the high conversion of the reactants up to 98% fluorinated yield using MFs in CH3CN or t-amyl alcohol. Importantly, the catalyst not only enhanced the reactivity of bimolecular nucleophilic substitutions (SN2) within a short reaction time and reduces the formation of by-products but also affords high yield with easy isolation and separation under mild conditions.
A highly efficient conversion of primary or secondary alcohols into fluorides with n-perfluorobutanesulfonyl fluoride-tetrabutylammonium triphenyldifluorosilicate
Zhao, Xueqing,Zhuang, Weiping,Fang, Dongsheng,Xue, Xiaowen,Zhou, Jingming
experimental part, p. 779 - 782 (2009/07/18)
Direct fluorination of primary and secondary alcohols by a combination of perfluoro-1-butanesulfonyl fluoride (PBSF) and tetrabutylammonium triphenyldifluorosilicate (TBAT) under mild conditions provides the corresponding fluorides in high yields. With th
