crystal structure of 2-ethylimidazole-1-sulfonyl azide a new azidation reagent晶体结构的2-ethylimidazole-1-sulfonyl叠氮化一个新的azidation试剂.pdfVIP

crystal structure of 2-ethylimidazole-1-sulfonyl azide a new azidation reagent晶体结构的2-ethylimidazole-1-sulfonyl叠氮化一个新的azidation试剂.pdf

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crystal structure of 2-ethylimidazole-1-sulfonyl azide a new azidation reagent晶体结构的2-ethylimidazole-1-sulfonyl叠氮化一个新的azidation试剂

Crystals 2012, 2, 118-126; doi:10.3390/cryst2010118 OPEN ACCESS crystals ISSN 2073-4352 /journal/crystals Article Crystal Structure of 2-Ethylimidazole-1-sulfonyl Azide: A New Azidation Reagent Gerhard Laus 1, Verena Adamer 1, Michael Hummel 1, Volker Kahlenberg 2, Klaus Wurst 1, Sven Nerdinger 3 and Herwig Schottenberger 1,* 1 Faculty of Chemistry and Pharmacy, University of Innsbruck, 6020 Innsbruck, Austria 2 Institute of Mineralogy and Petrography, University of Innsbruck, 6020 Innsbruck, Austria 3 Sandoz GmbH, 6250 Kundl, Austria * Author to whom correspondence should be addressed; E-Mail: herwig.schottenberger@uibk.ac.at; Tel.: +43-512-5120; Fax: +43-512-2934. Received: 4 January 2012; in revised form: 21 February 2012 / Accepted: 29 February 2012 / Published: 12 March 2012 Abstract: Crystalline 2-ethylimidazole-1-sulfonyl azide was designed as a convenient reagent with improved thermal stability for electrophilic azidation of carbanions. The compound crystallized in the monoclinic space group P2 /c. The molecules are arranged 1 into chains by short C–H...O contacts along a two-fold screw axis. The quaternary 1-azidosulfonyl-2-ethyl-3-methylimidazolium tetrafluoroborate crystallized in Fdd2 with two independent ion pairs which engage in C–H...F interactions. Keywords: azide; electrophilic azidation; imidazole; stability 1. Introduction Azides are

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