Synthesis 2016; 48(17): 2757-2767
DOI: 10.1055/s-2016-1561449
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© Georg Thieme Verlag Stuttgart · New York

Compounds Based on a Triethyl- or Trimethoxybenzene Scaffold Bearing Pyrazole, Pyridine, and Pyrimidine Groups: Syntheses and Representative Binding Studies towards Carbohydrates

Niklas Koch
Institut für Organische Chemie, Technische Universität Bergakademie Freiberg, Leipziger Straße 29, 09599 Freiberg, Germany   Email: monika.mazik@chemie.tu-freiberg.de
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Wilhelm Seichter
Institut für Organische Chemie, Technische Universität Bergakademie Freiberg, Leipziger Straße 29, 09599 Freiberg, Germany   Email: monika.mazik@chemie.tu-freiberg.de
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Monika Mazik*
Institut für Organische Chemie, Technische Universität Bergakademie Freiberg, Leipziger Straße 29, 09599 Freiberg, Germany   Email: monika.mazik@chemie.tu-freiberg.de
› Author Affiliations
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Publication History

Received: 05 March 2016

Accepted after revision: 04 April 2016

Publication Date:
15 June 2016 (online)


Abstract

Pyrazole-based artificial receptors have often been used in the recognition of ions, but in the area of sugar recognition the potential of pyrazole-based recognition groups has only been rarely examined. In this paper we describe the syntheses of twelve new pyrazole-bearing compounds, which are all potentially applicable for use as carbohydrate receptors. The prepared compounds enforce tripodal architecture and are based on a triethyl- or trimethoxybenzene scaffold. Representative complexation studies with selected carbohydrates showed interesting binding preferences of the new compounds.

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