Alkylation, Acylation, and Silyation of Azoles.

Begtrup, Mikael; Larsen, Peter; Edlund, Ulf

doi:10.3891/acta.chem.scand.44-1050

Cited by 105 publications

(63 citation statements)

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“…Similar observations concerning the ring protons were made by Fannin and co-workers for 1-alkyl-3-methylimidazolium salts [Al x Cl 3x+1 ]. [30] Anhydrous ILs were obtained by heating the samples at 80 8C in vacuum (8 mmHg) for 10 h. Karl±Fischer measurements showed the water content of the dried salts to be < 500 ppm. Moreover, no bands associated with water were observed in the near-infrared spectrum at 1910 nm.…”

Section: Resultsmentioning

confidence: 99%

Ionic Liquids with Symmetrical Dialkoxymethyl‐Substituted Imidazolium Cations

Pernak

Sobaszkiewicz

Foksowicz-Flaczyk

2004

Chemistry A European J

147

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A new one-step procedure is described for the synthesis of disubstituted imidazolium chlorides. 1,3-Dialkoxymethylimidazolium chlorides thus obtained can be employed as synthetic precursors of symmetrical ILs. The salts have been found to exhibit antimicrobial activity and an antielectrostatic effect. Their densities and viscosities have been determined and are reported herein. It has also been demonstrated that the ILs can be decomposed using an aqueous solution of KMnO(4). For each IL, the permanganate index (I(Mn)) has been estimated, which varies with the structure of cation. The only limitation of I(Mn) is the degree to which the IL dissolves in water.

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Section: Resultsmentioning

confidence: 99%

Ionic Liquids with Symmetrical Dialkoxymethyl‐Substituted Imidazolium Cations

Pernak

Sobaszkiewicz

Foksowicz-Flaczyk

2004

Chemistry A European J

147

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“…25 was dissolved in dry nitromethane (200 cm3/mol). One equivalent of trimethyloxonium tetrafluoroborate 26 was added and the mixture stirred for 2 h. Fourfold dilution with dry ether, decantation, and washing with dry ether gave 93% of 1,4-dimethyl-l,2,4-triazolium tetrafluoroborate.…”

Section: Methodsmentioning

confidence: 99%

Molten Triazolium Chloride Systems as New Aluminum Battery Electrolytes

Vestergaard

Bjerrum

Petrushina³

et al. 1993

J. Electrochem. Soc.

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The possibility of using molten mixtures of 1,4‐dimethyl‐1,2,4‐triazolium chloride (DMTC) and aluminum chloride false(AlCl3false) as secondary battery electrolytes was studied, in some cases extended by the copresence of sodium chloride. DMTC‐AlCl3 mixtures demonstrated high specific conductivity in a wide temperature range. The equimolar system is most conductive and has κ values between 4.02×10−5 normaland 7.78×10−2Scm−1 in the range from −31 to 123°C, respectively. The electrochemical window of DMTC‐containing sodium tetrachloroaluminate melts varied in the region of 2.5 to 2.2 V (150–170°C) depending on melt acidity and anode material. DMTC, being specifically adsorbed and reduced on the tungsten electrode surface, had an inhibiting effect on the aluminum reduction, but this effect was suppressed on the aluminum substrate. An electrochemical process with high current density (tens of milliamperes per square centimeter) was observed at 0.344 V on the acidic sodium tetrachloroaluminate background, involving a free triazolium radical mechanism. Molten DMTC‐AlCl3 electrolytes are acceptable for battery performance and both the aluminum anode and the triazolium electrolyte can be used as active materials in the acidic DMTC‐AlCl3 mixtures.

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“…These include Lewis base assisted HX elimination (i), 19,20,21 oxidative addition of tetrazole (ii), 22 Brønsted acid-base reaction (iii), 8,23 thermally activated [3+2] cycloaddition of mono(azido)silanes and aryl or alkyl nitriles (iv), [24][25][26] and silylation (v), 27 resulting in…”

Section: Introductionmentioning

confidence: 99%

Synthesis of six-coordinate mono-, bis-, and tris(tetrazolato) complexes via [3 + 2] cycloadditions of nitriles to silicon-bound azido ligands

Portius

Davis

2016

Dalton Trans.

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Article:Portius, P. orcid.org/0000-0001-8133-8860 and Davis, M. (2016) ReuseUnless indicated otherwise, fulltext items are protected by copyright with all rights reserved. The copyright exception in section 29 of the Copyright, Designs and Patents Act 1988 allows the making of a single copy solely for the purpose of non-commercial research or private study within the limits of fair dealing. The publisher or other rights-holder may allow further reproduction and re-use of this version -refer to the White Rose Research Online record for this item. Where records identify the publisher as the copyright holder, users can verify any specific terms of use on the publisher's website. TakedownIf you consider content in White Rose Research Online to be in breach of UK law, please notify us by emailing eprints@whiterose.ac.uk including the URL of the record and the reason for the withdrawal request. Abstract. A convenient synthetic route to poly(tetrazolato) silicon complexes is described based on the four reactive centres of the N-rich, highly endothermic tetraazides of the type Si(N 3 ) 4 (L 2 ). Hypercoordinate azido(tetrazolato) silicon complexes Si(N 3 ) 2 (N 4 C-R) 2 (L 2 ), R = CH 3 , C 6 H 5 , 4-C 6 H 4 CH 3 (4a, 5, 6, 7) and Si(N 3 ) 2 (N 4 C-L) 2 (9, L = 2-C 5 H 4 N), L 2 = 2,2'-bipyridine, 1,10-phenanthroline, with SiN 6 skeletons were synthesised via multiple [3+2] dipolar cycloaddition reactions starting from Si(N 3 ) 4 (L 2 ) and a nitrile. The isolated new complexes were characterised by standard analytical methods, single crystal Xray diffraction and Differential scanning calorimetry (4a,b). Tetrazolato ligand linkage isomerism was observed for complex 4a. The crystallographically characterised methyl tetrazolato complexes and plausible configurational and linkage isomers were evaluated by DFT calculations on the B3LYP/6-311G(d,p) level. CREATED USING THE RSC ARTICLE TEMPLATE (VER. 3.1) -SEE WWW.RSC.ORG/ELECTRONICFILES FOR DETAILS

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Alkylation, Acylation, and Silyation of Azoles.

Cited by 105 publications

References 0 publications

Ionic Liquids with Symmetrical Dialkoxymethyl‐Substituted Imidazolium Cations

Ionic Liquids with Symmetrical Dialkoxymethyl‐Substituted Imidazolium Cations

Molten Triazolium Chloride Systems as New Aluminum Battery Electrolytes

Synthesis of six-coordinate mono-, bis-, and tris(tetrazolato) complexes via [3 + 2] cycloadditions of nitriles to silicon-bound azido ligands

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