Microwave-mediated Newman-Kwart rearrangement in water

Journal article
(Original article)

Publication Details

Author(s): Hoffmann I, Schatz J
Journal: RSC Advances
Publisher: Royal Society of Chemistry
Publication year: 2016
Volume: 6
Pages range: 80692 - 80699
ISSN: 2046-2069
Language: English


For the first time the unimolecular Newman-Kwart rearrangement is performed in pure water. The elevated temperatures required for the 1,3-aryl shift are easily accomplished by microwave irradiation. Differently functionalized substrates underline the expected influence on the reaction rate regarding the electronic and steric effects of the substituents. The utilization of supramolecular additives enables an increase in conversion. Besides, the conduction in a microwave reactor allows for a rapid collection of kinetic data affording the reaction rate constants of the rearrangement of distinct substrates as well as the Arrhenius constant and activation parameters of the conversion of 2- and 4-nitrophenyl-O-thiocarbamate.

FAU Authors / FAU Editors

Hoffmann, Ina
Professur für Organische Chemie
Schatz, Jürgen Prof. Dr.
Professur für Organische Chemie

How to cite

Hoffmann, I., & Schatz, J. (2016). Microwave-mediated Newman-Kwart rearrangement in water. RSC Advances, 6, 80692 - 80699. https://dx.doi.org/10.1039/C6RA20676J

Hoffmann, Ina, and Jürgen Schatz. "Microwave-mediated Newman-Kwart rearrangement in water." RSC Advances 6 (2016): 80692 - 80699.


Last updated on 2019-06-03 at 12:03