Fluoride anion-initiated bis-trifluoromethylation of phenyl aromatic carboxylates with (trifluoromethyl)trimethylsilane

2020 ◽  
Vol 56 (78) ◽  
pp. 11661-11664
Author(s):  
Kenjiro Takahashi ◽  
Yusuke Ano ◽  
Naoto Chatani
Keyword(s):  
Fluoride Anion ◽  
Aromatic Carboxylates

The fluoride anion-initiated reaction of phenyl aromatic carboxylates with (trifluoromethyl)trimethylsilane (Me3SiCF3) that results in the formation of O-silyl-protected 2-aryl-1,1,1,3,3,3-hexafluoroisopropanols is reported.

N,N′-dimethyl-2,7-diazapyrenium: a redox-dependent receptor for aromatic carboxylates

1996 ◽  
Vol 414 (2) ◽  
pp. 107-114 ◽  
Author(s):  
Ninette D. Lilienthal ◽  
Mark A. Enlow ◽  
Laila Othman ◽  
Eliot A.F. Smith ◽  
Diane K. Smith
Keyword(s):  
Aromatic Carboxylates

CHEMICAL EFFECTS IN MULTIELECTRON PROCESSES IN THE FLUORIDE ANION

1987 ◽  
Vol 48 (C9) ◽  
pp. C9-777-C9-780
Author(s):  
R. HESSABI ◽  
D. URCH
Keyword(s):  
Fluoride Anion ◽  
Chemical Effects

Synthesis of nickel selenites, their solubility and bonding in them

1982 ◽  
Vol 47 (8) ◽  
pp. 2069-2076 ◽  
Author(s):  
Miroslav Ebert ◽  
Zdeněk Mička ◽  
Ilona Peková
Keyword(s):  
Magnetic Properties ◽  
Hydrogen Bonding ◽  
Solubility Diagram ◽  
Reflectance Spectroscopy ◽  
Chloride Anion ◽  
Fluoride Anion ◽  
Infrared Absorption Spectroscopy ◽  
Magnetic Parameters ◽  
Nickel Cation ◽  
Spectrochemical Series

The solubility diagram of the NiSeO3-SeO2-H2O system at 25 °C was studied, and on its basis, Ni(HSeO3)2.2 H2O was prepared. This selenite and NiSeO3.2 H2O were investigated by infrared absorption spectroscopy and by electronic reflectance spectroscopy and their magnetic properties were determined. Based on the infrared spectra, the force constants of the selenium-oxygen bonds were determined and the hydrogen bonding was characterized. The electronic reflectance spectra and the magnetic parameters indicate an octahedral arrangement of the coordination sphere of the nickel cation and characterize the selenite anion as a ligand that in the spectrochemical series assumes a position between the fluoride anion and water and in the nephelauxetic series, between ethylenediamine and the chloride anion.

Cleavage of the Epimines of 1,6-Anhydrohexoses with Fluoride Anion

2005 ◽  
Vol 70 (12) ◽  
pp. 2075-2085 ◽  
Author(s):  
Jiří Kroutil ◽  
Klára Jeništová
Keyword(s):  
Fluoride Anion ◽  
Ring Cleavage ◽  
Protecting Group ◽  
Reaction Conditions ◽  
Aziridine Ring ◽  
Cleavage Reactions ◽  
Derivatives Of ◽  
Fluoro Derivatives

Aziridine ring cleavage reactions of five N-nosylepimines (2-6) having D-talo, D-galacto, D-manno, and D-allo configurations with potassium hydrogendifluoride under various reaction conditions have been performed. The cleavage regioselectively afforded diaxial isomers of vicinal amino-fluoro derivatives of 1,6-anhydro-β-D-gluco- and mannopyranose 7-11 in 51-94% yields. Removal of 2-nitrobenzenesulfonyl protecting group with benzenethiol has been attempted in the case of compound 10.

scholarly journals Solvent-free synthesis of symmetric methylene diesters via direct reaction of aromatic carboxylates with 1,n-dihaloalkanes

RSC Advances ◽  
2021 ◽  
Vol 11 (46) ◽  
pp. 28711-28715
Author(s):  
Lin Bai ◽  
Shenglong Ding ◽  
Xiaofang Ma
Keyword(s):  
Solvent Free ◽  
Direct Reaction ◽  
Highly Efficient ◽  
Solvent Free Conditions ◽  
Aromatic Carboxylates ◽  
Solvent Free Synthesis

This work provides a highly efficient and feasible strategy for the synthesis of symmetric methylene diesters, involving the direct diesterification of various carboxylates with 1,n-dihaloalkanes under solvent-free conditions.

scholarly journals The Fluoride Anion-Catalyzed Sulfurization of Thioketones with Elemental Sulfur Leading to Sulfur-Rich Heterocycles: First Sulfurization of Thiochalcones

Molecules ◽  
2021 ◽  
Vol 26 (4) ◽  
pp. 822
Author(s):  
Grzegorz Mlostoń ◽  
Jakub Wręczycki ◽  
Katarzyna Urbaniak ◽  
Dariusz M. Bieliński ◽  
Heinz Heimgartner
Keyword(s):  
Elemental Sulfur ◽  
Fluoride Anion ◽  
Ring Size ◽  
Mild Conditions ◽  
Tetrabutylammonium Fluoride ◽  
Cesium Fluoride ◽  
Secondary Reactions ◽  
Derivatives Of

Fluoride anion was demonstrated as a superior activator of elemental sulfur (S8) to perform sulfurization of thioketones leading to diverse sulfur-rich heterocycles. Due to solubility problems, reactions must be carried out either in THF using tetrabutylammonium fluoride (TBAF) or in DMF using cesium fluoride (CsF), respectively. The reactive sulfurizing reagents are in situ generated, nucleophilic fluoropolysulfide anions FS(8−x)−, which react with the C=S bond according to the carbophilic addition mode. Dithiiranes formed thereby, existing in an equilibrium with the ring-opened form (diradicals/zwitterions) are key-intermediates, which undergo either a step-wise dimerization to afford 1,2,4,5-tetrathianes or an intramolecular insertion, leading in the case of thioxo derivatives of 2,2,4,4-tetramethylcyclobutane-1,3-dione to ring enlarged products. In reactions catalyzed by TBAF, water bounded to fluoride anion via H-bridges and forming thereby its stable hydrates is involved in secondary reactions leading, e.g., in the case of 2,2,4,4-tetramethyl-3-thioxocyclobutanone to the formation of some unexpected products such as the ring enlarged dithiolactone and ring-opened dithiocarboxylate. In contrast to thioketones, the fluoride anion catalyzed sulfurization of their α,β-unsaturated analogues, i.e., thiochalcones is slow and inefficient. However, an alternative protocol with triphenylphosphine (PPh3) applied as a catalyst, offers an attractive approach to the synthesis of 3H-1,2-dithioles via 1,5-dipolar electrocyclization of the in situ-generated α,β-unsaturated thiocabonyl S-sulfides. All reactions occur under mild conditions and can be considered as attractive methods for the preparation of sulfur rich heterocycles with diverse ring-size.

A recyclable, fluorescent, and colorimetric sensor for fluoride anion in water using a crosslinked polymer functionalized with hydroxyl quinolinium

RSC Advances ◽  
2015 ◽  
Vol 5 (5) ◽  
pp. 3888-3893 ◽  
Author(s):  
Qian Tang ◽  
Hong-Mei Nie ◽  
Cheng-Bin Gong ◽  
Hua-Dong Liu ◽  
Kun Xiao
Keyword(s):  
Colorimetric Sensor ◽  
Fluoride Anion ◽  
Crosslinked Polymer

A crosslinked polymer-based recyclable, fluorescent, and colorimetric sensor for F− in water.

Sign in / Sign up

Export Citation Format

Share Document