Anion Effects on Structure and Properties of Bis(3-methylimidazolium-1-yl) Salts

Noh, Tae Hwan; Ahn, Jae-Kwang; Na, Young-Mee; Jung, Ok‐Sang

doi:10.5012/bkcs.2011.32.8.2795

Cited by 5 publications

(4 citation statements)

References 23 publications

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“…Herein, we report the synthesis and structure of the bisimidazoles ionic liquid. Bond lengths and angles within the imidazole ring are very similar to those given in the literature for diimidazole ionic liquid [13]. The title structure consists of one C5M 2+ cation(1,1′-(pentane-1,5-diyl)bis(3-methyl-1H-imidazol-3-ium)), and two PF − 6 anions (cf.…”

Section: Discussionsupporting

confidence: 74%

Crystal structure of 1,1′-(pentane-1,5-diyl)bis(3-methyl-1H-imidazol-3-ium)bis(hexafluorophosphate), C₁₃H₂₂F₁₂N₄P₂

Xiong

Zhou

Shen-Ming

et al. 2018

Zeitschrift Für Kristallographie - New Crystal Structures

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CCDC no.: 1841197The crystal structure is shown in the figure. Tables 1 and 2 contain details on crystal structure and measurement conditions and a list of the atoms including atomic coordinates and displacement parameters. Source of materials 1-Methylimidazole (8.21 g, 0.1 mol) was dissolved in methylbenzene (20 mL), 1,5-dibromopentane (11.35 g, 0.05 mol) was quickly added under stirring. The mixture first reacted at 90°C for 10 min, and then heated to 110°C for 7-10 hours. After the reaction has completed (monitored by TLC), a white solid was produced. The resulting suspension was filtered, crushed and washed with hexane, ethylacetate and diethyl ether three times respectively. Then the intermediate (C5M-Br)(0.5 g, 0.00127 mol), potassium hexafluorophosphate (0.6 g, 0.0029 mol) was dissolved in deionized water (20 mL). The mixture stirred well for 12 h at 85°C and then cooled slowly. Colorless crystals were produced and filtered. They were washed with deionized water many times until silver bromide precipitation occurs anymore. The product (0.1 g) was dissolved in ethanol: water (2:1) solution and (7 mL), then the mixture reacted in the microwave synthesizer at 100°C for 2 min. Crystals suitable for X-ray analysis were obtained after cooled slowly.

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Section: Discussionsupporting

confidence: 74%

Crystal structure of 1,1′-(pentane-1,5-diyl)bis(3-methyl-1H-imidazol-3-ium)bis(hexafluorophosphate), C₁₃H₂₂F₁₂N₄P₂

Xiong

Zhou

Shen-Ming

et al. 2018

Zeitschrift Für Kristallographie - New Crystal Structures

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“…In order to nd the ionic liquid catalysts with better catalytic e ciency, we were engaged in synthesising novel ionic liquid catalysts with imidazole. All bond lengths and angles within the imidazole ring are very similar to those given in the literature for diimidazole ionic liquid [8]. The centrosymmetric cation C14H 24 N4…”

Section: Discussionsupporting

confidence: 58%

Crystal structure of 1,1′-(hexane-1,6-diyl)bis(3-methyl-1H-imidazol-3-ium) bis(hexafluoro phosphate), C₁₄H₂₄F₁₂N₄P₂

Nie

Kong

Chen

et al. 2016

Zeitschrift Für Kristallographie - New Crystal Structures

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CCDC no.: 1502428A part of the title crystal structure is shown in the gure. Tables 1 and 2 contain details of the measurement method and a list of the atoms including atomic coordinates and displacement parameters. Source of material1-Methylimidazole (22.96 g, 0.28 mol), 1,3-dibromohexane (33.88 g, 0.14 mol) was quickly added in 40 mL acetonitrile, the mixture was stirred well for 10 h at 80°. After the reaction completed (monitored by TLC), a white solid was produced. The resulting suspension was ltered, crushed and washed with ethyl acetate and diethyl ether ve times respectively. The white powder intermediates (C6M-Br) dryed in vacuo with the yield 90%. Then the intermediates (C6M-Br)(2.04 g, 0.005 mol), potassium hexa uoro phosphate (2 g, 0.011 mol) was dissolved in deionized water (30 mL). The mixture stirred well for 10 h at 70°and then cooled slowly. Colourless crystals were produced and ltered o , washed with deionized water until no white solids were detected with silver nitrate in the lter. Crystals suitable for X-ray analysis were obtained after natural air dryed with the yield 65%. Experimental detailsAll H atoms were included in calculated positions and re ned as riding atoms, with C-H = 0.96-0.97 Å with U iso (H) = 1.5Ueq(C) for methyl H atoms and 1.2 Ueq(C) for all other H atoms. The PF 6 -counter anion is disordered (cf. the gure). In the gure both parts of the disordered motif is shown. DiscussionIonic liquids, as a new environmentally friendly solvent and acid base catalyst, owing to the advantages of adjustable

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“…In order to find the ionic liquid catalyst with better catalytic efficiency we were engaged in synthesising novel ionic liquid catalysts with imidazole. Bond lengths and angles within the imidazole ring are very similar to those given in the literature for diimidazoles [12]. The title structure consists of one half of a C4M 2+ cation (1,1′-butanebis(3-methyl-1H-imidazol-3-ium)) and one PF − 6 anion (cf.…”

Section: Discussionsupporting

confidence: 56%

Crystal structure of 1,1′-butanebis(3-methyl-1H-imidazol-3-ium)bis(hexafluorophosphate), C₁₂H₂₀F₁₂N₄P₂

Xiong

Chen

Peng

et al. 2017

Zeitschrift Für Kristallographie - New Crystal Structures

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CCDC no.: 1574227The crystal structure is shown in the figure. Tables 1 and 2 contain details on crystal structure and measurement conditions and a list of the atoms including atomic coordinates and displacement parameters. Source of material1-Methylimidazole (22.99 g, 0.28 mol) and 1,4-dichlorobutane (17.77 g, 0.14 mol) were quickly added in 40 mL acetonitrile, then stirred well for 10 h at 80°C. After the reaction completed (monitored by TLC), a white solid was produced.

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Anion Effects on Structure and Properties of Bis(3-methylimidazolium-1-yl) Salts

Cited by 5 publications

References 23 publications

Crystal structure of 1,1′-(pentane-1,5-diyl)bis(3-methyl-1H-imidazol-3-ium)bis(hexafluorophosphate), C₁₃H₂₂F₁₂N₄P₂

Crystal structure of 1,1′-(pentane-1,5-diyl)bis(3-methyl-1H-imidazol-3-ium)bis(hexafluorophosphate), C₁₃H₂₂F₁₂N₄P₂

Crystal structure of 1,1′-(hexane-1,6-diyl)bis(3-methyl-1H-imidazol-3-ium) bis(hexafluoro phosphate), C₁₄H₂₄F₁₂N₄P₂

Crystal structure of 1,1′-butanebis(3-methyl-1H-imidazol-3-ium)bis(hexafluorophosphate), C₁₂H₂₀F₁₂N₄P₂

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Anion Effects on Structure and Properties of Bis(3-methylimidazolium-1-yl) Salts

Cited by 5 publications

References 23 publications

Crystal structure of 1,1′-(pentane-1,5-diyl)bis(3-methyl-1H-imidazol-3-ium)bis(hexafluorophosphate), C13H22F12N4P2

Crystal structure of 1,1′-(pentane-1,5-diyl)bis(3-methyl-1H-imidazol-3-ium)bis(hexafluorophosphate), C13H22F12N4P2

Crystal structure of 1,1′-(hexane-1,6-diyl)bis(3-methyl-1H-imidazol-3-ium) bis(hexafluoro phosphate), C14H24F12N4P2

Crystal structure of 1,1′-butanebis(3-methyl-1H-imidazol-3-ium)bis(hexafluorophosphate), C12H20F12N4P2

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Crystal structure of 1,1′-(pentane-1,5-diyl)bis(3-methyl-1H-imidazol-3-ium)bis(hexafluorophosphate), C₁₃H₂₂F₁₂N₄P₂

Crystal structure of 1,1′-(pentane-1,5-diyl)bis(3-methyl-1H-imidazol-3-ium)bis(hexafluorophosphate), C₁₃H₂₂F₁₂N₄P₂

Crystal structure of 1,1′-(hexane-1,6-diyl)bis(3-methyl-1H-imidazol-3-ium) bis(hexafluoro phosphate), C₁₄H₂₄F₁₂N₄P₂

Crystal structure of 1,1′-butanebis(3-methyl-1H-imidazol-3-ium)bis(hexafluorophosphate), C₁₂H₂₀F₁₂N₄P₂