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Dive into the research topics where Benson J. Jelier is active.

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Featured researches published by Benson J. Jelier.


Angewandte Chemie | 2015

A Convenient Route to Tetraalkylammonium Perfluoroalkoxides from Hydrofluoroethers

Benson J. Jelier; Jon Lee Howell; Craig D. Montgomery; Daniel B. Leznoff; Chadron M. Friesen

Hydrofluoroethers are shown to alkylate tertiary amines readily under solvent-free conditions, affording valuable tetraalkylammonium perfluoroalkoxides bearing α-fluorines. The reaction of R(F)CF2-OCH3 (R(F)=CF2CF3, CF2CF2CF3, and CF(CF3)2) with NR(1)R(2)R(3) produces twenty new α-perfluoroalkoxides, [(CH3)NR(1)R(2)R(3)][R(F)CF2O] under mild conditions. These α-perfluoroalkoxides are easy to handle, thermally stable, and can be used for the perfluoroalkoxylation of benzyl bromides.


Angewandte Chemie | 2018

Radical Trifluoromethoxylation of Arenes Triggered by a Visible-Light-Mediated N−O Bond Redox Fragmentation

Antonio Togni; Benson J. Jelier; Pascal F. Tripet; Ewa Pietrasiak; Ivan Franzoni; Gunnar Jeschke

A simple trifluoromethoxylation method enables non-directed functionalization of C-H bonds on a range of substrates, providing access to aryl trifluoromethyl ethers. This light-driven process is distinctly different from conventional procedures and occurs through an OCF3 radical mechanism mediated by a photoredox catalyst, which triggers an N-O bond fragmentation. The pyridinium-based trifluoromethoxylation reagent is bench-stable and provides access to synthetic diversity in lead compounds in an operationally simple manner.


Angewandte Chemie | 2018

Exposing the Origins of Irreproducibility in Fluorine NMR Spectroscopy

Carl Philipp Rosenau; Benson J. Jelier; Alvar D. Gossert; Antonio Togni

Fluorine chemistry has taken a pivotal role in chemical reaction discovery, drug development, and chemical biology. NMR spectroscopy, arguably the most important technique for the characterization of fluorinated compounds, is rife with highly inconsistent referencing of fluorine NMR chemical shifts, producing deviations larger than 1 ppm. Herein, we provide unprecedented evidence that both spectrometer design and the current unified scale system underpinning the calibration of heteronuclear NMR spectra have unintentionally led to widespread variation in the standardization of 19 F NMR spectral data. We demonstrate that internal referencing provides the most robust, practical, and reproducible method whereby chemical shifts can be consistently measured and confirmed between institutions to less than 30 ppb deviation. Finally, we provide a comprehensive table of appropriately calibrated chemical shifts of reference compounds that will serve to calibrate 19 F spectra correctly.


ChemPhysChem | 2018

Mapping Perfluoroalkyl Effects in Togni-Type Reagents by Thermolysis

Nico Santschi; Dmitry Katayev; Roxan Calvo; Benson J. Jelier

We present the thermolysis of cyclic hypervalent iodine(III) perfluoroalkyl transfer reagents carried out in standard GC-MS instrumentation. Through heating, these structures undergo fragmentation to afford perfluoroalkyl radicals F2n+1 Cn. and each reagent can be characterized by means of a threshold temperature, TIP (n). This parameter TIP (n) not only reflects the stability of the F2n+1 Cn -I bond, but potentially also carries information regarding fundamental properties of the linear perfluoroalkyl chains.


Journal of Fluorine Chemistry | 2014

Design and formulation of nanoemulsions using 2-(poly(hexafluoropropylene oxide)) perfluoropropyl benzene in combination with linear perfluoro(polyethylene glycol dimethyl ether)

Gregory A. Mountain; Benson J. Jelier; Christina Bagia; Chadron M. Friesen; Jelena M. Janjic


Angewandte Chemie | 2018

Radikalische Trifluormethoxylierung aromatischer Verbindungen durch photochemische N-O-Bindungsaktivierung

Benson J. Jelier; Pascal F. Tripet; Ewa Pietrasiak; Ivan Franzoni; Gunnar Jeschke; Antonio Togni


Physical Chemistry Chemical Physics | 2017

Mechanistic insight into the thermal activation of Togni's trifluoromethylation reagents

Nico Santschi; Benson J. Jelier; Thomas Nauser


Journal of Chemical Crystallography | 2013

Crystal Structure and DFT Studies of the Hydridophosphorane HP(OC6H4NMe)2

Craig D. Montgomery; René T. Boeré; Andrew Dawn; Benson J. Jelier


Angewandte Chemie | 2018

Fluor-NMR-Spektroskopie rekalibriert

Carl Philipp Rosenau; Benson J. Jelier; Alvar D. Gossert; Antonio Togni


Inorganica Chimica Acta | 2017

Phosphoramidite complexes of Pd(II), Pt(II) and Rh(I): An effective hydrosilylation catalyst of 1-hexyne and 1-octene

Hannah K. Carroll; Fraser G.L. Parlane; Noah Reich; Benson J. Jelier; Craig D. Montgomery

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Antonio Togni

École Polytechnique Fédérale de Lausanne

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Nico Santschi

École Polytechnique Fédérale de Lausanne

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Ewa Pietrasiak

École Polytechnique Fédérale de Lausanne

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