Preparation of a series of N-alkyl-3-boronopyridinium halides and study of their stability in the presence of hydrogen peroxide

• Authors: Yevgen Karpichev , Hubert Matondo , Illia Kapitanov , Oleksandr Savsunenko , Marc Vedrenne , Verena Poinsot , Isabelle Rico-Lattes , Armand Lattes
• Languages of publication: EN

Abstracts

EN

A simple and efficient protocol for the preparation of a series of N-alkyl-3-boronopyridinium salts is described which requires exposure of 3-pyridineboronic acid neopentylglycol ester and corresponding alkyle halide to microwave irradiation followed by boronic ester hydrolysis. The technique employed drastically reduces the reaction time and prevents thermal degradation and the formation of side products. Water solutions of the obtained boronopyridinium salts are shown to be stable at room temperature in wide pH range as well as in the presence of hydrogen peroxide at pH 10.0 for 72 h. [...]

Keywords

EN

3-Pyridineboronic acid; Green chemistry; Alkylation; Microwave activation; Peroxide activation

• Publisher: De Gruyter Open
• Journal: Open Chemistry
• Year: 2012
• Volume: 10
• Issue: 4
• Pages: 1059-1065

Dates

published

1 - 8 - 2012

online

29 - 5 - 2012

Contributors

author

Yevgen Karpichev

author

Hubert Matondo

• Laboratory of IMRCP, UMR 5623 CNRS, Paul Sabatier University, Toulouse, 31062, France

author

Illia Kapitanov

• L.M.Litvinenko Institute of Physical Organic Chemistry & Coal Chemistry, 83114, Donetsk, Ukraine

author

Oleksandr Savsunenko

author

Marc Vedrenne

• NMR Service, Paul Sabatier University, Toulouse, 31062, France

author

Verena Poinsot

• Laboratory of IMRCP, UMR 5623 CNRS, Paul Sabatier University, Toulouse, 31062, France

author

Isabelle Rico-Lattes

• Laboratory of IMRCP, UMR 5623 CNRS, Paul Sabatier University, Toulouse, 31062, France

author

Armand Lattes

• Laboratory of IMRCP, UMR 5623 CNRS, Paul Sabatier University, Toulouse, 31062, France

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Identifiers

DOI

10.2478/s11532-012-0006-5