Hydrogen bonding: regulator for nucleophilic fluorination

S Liang, GB Hammond, B Xu - Chemistry–A European Journal, 2017 - Wiley Online Library
The recent advances in nucleophilic fluorination, regulated through hydrogen bonding
interactions are summarized. Two main categories of fluorine nucleophiles are discussed …

Recent developments in nucleophilic fluorination with potassium fluoride (KF): A review

M Khandelwal, G Pemawat… - Asian Journal of …, 2022 - Wiley Online Library
Fluorinated compounds act as a link between synthetic organic chemistry and medicinal
chemistry and compel researchers to explore modified and innovative methods for the …

Anion coordination chemistry using O–H groups

SA Boer, EM Foyle, CM Thomas… - Chemical Society Reviews, 2019 - pubs.rsc.org
Anion coordination chemistry using O–H groups - Chemical Society Reviews (RSC
Publishing) DOI:10.1039/C8CS00828K Royal Society of Chemistry View PDF VersionPrevious …

Unbalanced-ion-pair-catalyzed nucleophilic fluorination using potassium fluoride

W Li, Z Lu, GB Hammond, B Xu - Organic Letters, 2021 - ACS Publications
An unbalanced ion pair promoter (eg, tetrabutylammonium sulfate), consisting of a bulky and
charge-delocalized cation and a small and charge-localized anion, greatly accelerates …

Micro-solvation and counter ion effects on ionic reactions: Activation of potassium fluoride with 18-crown-6 and tert-butanol in aprotic solvents

SL Silva, MS Valle, JR Pliego Jr - Journal of Molecular Liquids, 2020 - Elsevier
Ionic reactions have an important solvent effect and the first solvation shell makes the most
important contribution for determining the reactivity. In the case of nucleophilic fluorination …

Emerging fluorination methods in organic chemistry relevant for life science application

KD Dykstra, N Ichiishi, SW Krska… - Fluorine in Life Sciences …, 2019 - Elsevier
The benefits of fluorine incorporation into biologically active molecules are well
documented, and, at the current time, approximately 25% of pharmaceuticals on the market …

Potassium fluoride activation for the nucleophilic fluorination reaction using 18-crown-6,[2.2. 2]-cryptand, pentaethylene glycol and comparison with the new hydro …

JR Pliego - Organic & biomolecular chemistry, 2018 - pubs.rsc.org
Activation of potassium fluoride salt for selective and fast nucleophilic fluorination requires
its solubilization and stabilization of the respective transition state. This goal can be …

Suppressing Protodeboronation in Cu‐Mediated 19F/18F‐Fluorination of Arylboronic Acids: A Mechanistically Guided Approach Towards Optimized PET Probe …

J Sun, C Jaworski, R Schirrmacher… - Chemistry–A European …, 2024 - Wiley Online Library
Fluorinated arenes play a crucial role in drug discovery, specialty materials, and medical
imaging. Although several variants for Cu‐mediated nucleophilic fluorination of arylboronic …

18F-Fluorination Using Tri-Tert-Butanol Ammonium Iodide as Phase-Transfer Catalyst: An Alternative Minimalist Approach

SS Shinde, KV Bolik, S Maschauer, O Prante - Pharmaceuticals, 2021 - mdpi.com
The 18F syntheses of tracers for positron emission tomography (PET) typically require
several steps, including extraction of [18F] fluoride from H2 [18O] O, elution, and drying, prior …

Gold catalyzed hydrofluorination of propargyl alcohols promoted by fluorine-hydrogen bonding

H Yang, S Wang, J Wang, X Xu, X Li - Chemical Communications, 2023 - pubs.rsc.org
The hydroxyl group was discovered to promote gold catalyzed hydrofluorination of alkynes
via hydrogen bonding interaction. Based on this strategy, propargyl alcohols could be …