Designer HF-Based Fluorination Reagent: Highly Regioselective Synthesis of Fluoroalkenes and gem-Difluoromethylene Compounds from Alkynes

[Image: see text] Hydrogen fluoride (HF) and selected nonbasic and weakly coordinating (toward cationic metal) hydrogen-bond acceptors (e.g., DMPU) can form stable complexes through hydrogen bonding. The DMPU/HF complex is a new nucleophilic fluorination reagent that has high acidity and is compatib...

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Autores principales: Okoromoba, Otome E., Han, Junbin, Hammond, Gerald B., Xu, Bo
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4210154/
https://www.ncbi.nlm.nih.gov/pubmed/25260170
http://dx.doi.org/10.1021/ja508369z
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author Okoromoba, Otome E.
Han, Junbin
Hammond, Gerald B.
Xu, Bo
author_facet Okoromoba, Otome E.
Han, Junbin
Hammond, Gerald B.
Xu, Bo
author_sort Okoromoba, Otome E.
collection PubMed
description [Image: see text] Hydrogen fluoride (HF) and selected nonbasic and weakly coordinating (toward cationic metal) hydrogen-bond acceptors (e.g., DMPU) can form stable complexes through hydrogen bonding. The DMPU/HF complex is a new nucleophilic fluorination reagent that has high acidity and is compatible with cationic metal catalysts. The gold-catalyzed mono- and dihydrofluorination of alkynes using the DMPU/HF complex yields synthetically important fluoroalkenes and gem-difluoromethlylene compounds regioselectively.
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spelling pubmed-42101542015-09-26 Designer HF-Based Fluorination Reagent: Highly Regioselective Synthesis of Fluoroalkenes and gem-Difluoromethylene Compounds from Alkynes Okoromoba, Otome E. Han, Junbin Hammond, Gerald B. Xu, Bo J Am Chem Soc [Image: see text] Hydrogen fluoride (HF) and selected nonbasic and weakly coordinating (toward cationic metal) hydrogen-bond acceptors (e.g., DMPU) can form stable complexes through hydrogen bonding. The DMPU/HF complex is a new nucleophilic fluorination reagent that has high acidity and is compatible with cationic metal catalysts. The gold-catalyzed mono- and dihydrofluorination of alkynes using the DMPU/HF complex yields synthetically important fluoroalkenes and gem-difluoromethlylene compounds regioselectively. American Chemical Society 2014-09-26 2014-10-15 /pmc/articles/PMC4210154/ /pubmed/25260170 http://dx.doi.org/10.1021/ja508369z Text en Copyright © 2014 American Chemical Society
spellingShingle Okoromoba, Otome E.
Han, Junbin
Hammond, Gerald B.
Xu, Bo
Designer HF-Based Fluorination Reagent: Highly Regioselective Synthesis of Fluoroalkenes and gem-Difluoromethylene Compounds from Alkynes
title Designer HF-Based Fluorination Reagent: Highly Regioselective Synthesis of Fluoroalkenes and gem-Difluoromethylene Compounds from Alkynes
title_full Designer HF-Based Fluorination Reagent: Highly Regioselective Synthesis of Fluoroalkenes and gem-Difluoromethylene Compounds from Alkynes
title_fullStr Designer HF-Based Fluorination Reagent: Highly Regioselective Synthesis of Fluoroalkenes and gem-Difluoromethylene Compounds from Alkynes
title_full_unstemmed Designer HF-Based Fluorination Reagent: Highly Regioselective Synthesis of Fluoroalkenes and gem-Difluoromethylene Compounds from Alkynes
title_short Designer HF-Based Fluorination Reagent: Highly Regioselective Synthesis of Fluoroalkenes and gem-Difluoromethylene Compounds from Alkynes
title_sort designer hf-based fluorination reagent: highly regioselective synthesis of fluoroalkenes and gem-difluoromethylene compounds from alkynes
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4210154/
https://www.ncbi.nlm.nih.gov/pubmed/25260170
http://dx.doi.org/10.1021/ja508369z
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