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SM ISO690:2012 STYNGACH, Evgenia, BARBA, Alic, MAKAEV, Fliur. New 1-alkyl-3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)imidazolium bromides. In: The International Conference dedicated to the 55th anniversary from the foundation of the Institute of Chemistry of the Academy of Sciences of Moldova, 28-30 mai 2014, Chișinău. Chișinău, Republica Moldova: Institutul de Chimie al AȘM, 2014, p. 215. |
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The International Conference dedicated to the 55th anniversary from the foundation of the Institute of Chemistry of the Academy of Sciences of Moldova 2014 | ||||||
Conferința "The International Conference dedicated to the 55th anniversary from the foundation of the Institute of Chemistry of the Academy of Sciences of Moldova" Chișinău, Moldova, 28-30 mai 2014 | ||||||
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Glucopyranoside-incorporated imidazolium bromides can exhibit interesting ionic liquid This approach should be equally applicable to synthesis of 3b from imidazole 1c (also |
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<?xml version='1.0' encoding='utf-8'?> <oai_dc:dc xmlns:dc='http://purl.org/dc/elements/1.1/' xmlns:oai_dc='http://www.openarchives.org/OAI/2.0/oai_dc/' xmlns:xsi='http://www.w3.org/2001/XMLSchema-instance' xsi:schemaLocation='http://www.openarchives.org/OAI/2.0/oai_dc/ http://www.openarchives.org/OAI/2.0/oai_dc.xsd'> <dc:creator>Stîngaci, E.P.</dc:creator> <dc:creator>Barbă, A.N.</dc:creator> <dc:creator>Macaev, F.Z.</dc:creator> <dc:date>2014</dc:date> <dc:description xml:lang='en'><p>Glucopyranoside-incorporated imidazolium bromides can exhibit interesting ionic liquid<br />properties, and the recent work on these compounds has been dedicated to the search for<br />effective N-heterocyclic carbene (NHC) precursor [1]. Synthesis of ionic liquids generally<br />involves construction of the organic base from an appropriate amino compound, which in the<br />case of 1H-imidazole 1a is compound 1b-1d [2-4].<br />As part of a research program to examine the effect of the structural features of the N-alkyl<br />moiety of imidazoles 1b, 1c, 1d on the properties of glucopyranoside-incorporated imidazolim<br />bromides 3a-3c, we required 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide 2.<br />Herein, we describe a successful synthetic approach to 3a starting from readily available Nmethylimidazole<br />1b and bromide 2 (see the scheme bellow).</p><p>This approach should be equally applicable to synthesis of 3b from imidazole 1c (also<br />available commercially). 3-(1H-imidazol-1-yl)propanenitrile 1d and 2,3,4,6-tetra-O-acetyl-α-Dglucopyranosyl<br />bromide 2 are also useful for construction chiral ionic liquid 3c.<br />We thank the bilateral MD-UC project (Ref. № 14.820.18.02.06/U) for financial support.<br />References:<br />1. Nishioka T., Shibata T., Kinoshita I. Organometallics 2007, 26, 1126.<br />2. Macaev F., Styngach E., Shargarovskii V., Bets L., Vlad L., Barba A. Russ. J. Org. Chem.<br />2010, 46 (4), 610.</p></dc:description> <dc:source>The International Conference dedicated to the 55th anniversary from the foundation of the Institute of Chemistry of the Academy of Sciences of Moldova () 215-215</dc:source> <dc:title>New 1-alkyl-3-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)imidazolium bromides</dc:title> <dc:type>info:eu-repo/semantics/article</dc:type> </oai_dc:dc>