Widely Applicable Hydrofluorination of Alkenes via Bifunctional Activation of Hydrogen Fluoride | Zendy

Zhichao Lu | Zendy; Xiaojun Zeng | Zendy; Gerald B. Hammond | Zendy; Bo Xu | Zendy

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Widely Applicable Hydrofluorination of Alkenes via Bifunctional Activation of Hydrogen Fluoride

Author(s) -

Zhichao Lu,

Xiaojun Zeng,

Gerald B. Hammond,

Bo Xu

Publication year - 2017

Publication title -

journal of the american chemical society

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 7.115

H-Index - 612

eISSN - 1520-5126

pISSN - 0002-7863

DOI - 10.1021/jacs.7b12704

Subject(s) - chemistry , bifunctional , reagent , fluorine , nucleophile , hydrogen fluoride , combinatorial chemistry , acceptor , fluoride , halogenation , organic chemistry , inorganic chemistry , catalysis , physics , condensed matter physics

Expanding the use of fluorine in pharmaceuticals, agrochemicals and materials requires a widely applicable and more efficient protocol for the preparation of fluorinated compounds. We have developed a new generation nucleophilic fluorination reagent, KHSO 4 -13HF, HF 68 wt/wt %, that is not only easily handled and inexpensive but also capable of hydrofluorinating diverse, highly functionalized alkenes, including natural products. The high efficiency observed in this reaction hinges on the activation of HF using a highly "acidic" hydrogen bond acceptor.

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