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Contents Vol 65(11)

Preparation of Magnetic Ionic Liquids Composed of Hybrid-Type Anions

Yumiko Takagi A F , Yoriko Kusunoki A , Yukihiro Yoshida B C , Hirofusa Tanaka B , Gunzi Saito B C , Kosuke Katagiri D and Toshiyuki Oshiki E
+ Author Affiliations
- Author Affiliations

A Department of Chemistry, Graduate School of Education, Kagawa University, 1-1 Saiwai-Cho, Takamatsu, Kagawa 760-8522, Japan.

B Graduate School of Science, Kyoto University, Sakyo-ku, Kyoto 606-8502, Japan.

C Faculty of Agriculture, Meijo University, Shiogamaguchi 1-501 Tempaku-ku, Nagoya 468-8502, Japan.

D Faculty of Pharmaceutical Sciences at Kagawa Campus, Tokushima Bunri University, 1314-1, Shido, Sanuki, Kagawa 769-2193, Japan.

E Department of Applied Chemistry, Graduate School of Natural Science and Engineering, Okayama University, Tsushima-naka, Kita-ku Okayama 700-8530, Japan.

F Corresponding author. Email: ytakagi@ed.kagawa-u.ac.jp

Australian Journal of Chemistry 65(11) 1557-1560 https://doi.org/10.1071/CH12331
Submitted: 24 July 2012  Accepted: 18 September 2012   Published: 1 November 2012

Abstract

1-Ethyl-3-methylimidazolium ethylsulfate ([C2mim][EtSO4]) was mixed with iron(III) chloride·6H2O to give a magnetic ionic liquid composed of the hybrid-type anion, [C2mim][FeCl3·EtSO4], which showed a slightly different magnetic property than [C2mim][FeCl4]. On the other hand, reaction of [C2mim][EtSO4] with cobalt(II) chloride hydrate formed [C2mim]2[CoIICl4], the structure of which was characterised by X-ray crystallographic analysis.


References

[1]  (a) S. Chowdhury, R. S. Mohan, J. L. Scott, Tetrahedron 2007, 63, 2363.ILs see:
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD2sXhsFyrsro%3D&md5=bbf1e691993e221cf9fd72f9f2835bd7CAS |
      (b) N. V. Plechkova, K. R. Seddon, Chem. Soc. Rev. 2008, 37, 123.
         | Crossref | GoogleScholarGoogle Scholar |
      (c) J. P. Hallett, T. Welton, Chem. Rev. 2011, 111, 3508.
         | Crossref | GoogleScholarGoogle Scholar |

[2]     (a) T. Itoh, Biotransformation in Ionic Liquid in Future Directions in Biocatalysis (Ed. T. Matsuda) 2007, Ch. 1, pp. 3–20 (Elsevier Bioscience: Amsterdam).
      (b) P. Lozano, Green Chem. 2010, 12, 555.
         | Crossref | GoogleScholarGoogle Scholar |

[3]  G. Saito, in Ionic Liquids: The Front and Future of Material Development (in Japanese) (Ed. H. Ohno) 2002, p. 142 (CMC Press: Tokyo).

[4]  Y. Yoshida, A. Otsuka, G. Saito, S. Natsume, E. Nishibori, M. Takata, M. Sakata, M. Takahashi, T. Yoko, Bull. Chem. Soc. Jpn. 2005, 78, 1921.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD2MXhtlSqs7nF&md5=4552bd10a54aa83c2f05ed8ca7c43f3fCAS |

[5]  S. Hayashi, H. Hamaguchi, Chem. Lett. 2004, 33, 1590.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD2cXhtFaitL%2FJ&md5=e60df632c20c201c3fc1c212a2dd1a0dCAS |

[6]  M. S. Sitze, E. R. Schreiter, E. V. Patterson, R. G. Freeman, Inorg. Chem. 2001, 40, 2298.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD3MXitlagsrY%3D&md5=63c627445401fabc2954769542390ad2CAS |

[7]  (a) W. Xu, E. I. Cooper, C. A. Angell, J. Phys. Chem. B 2003, 107, 6170.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD3sXktFyhsL0%3D&md5=492a61ee1e011bf22c3ebe8ba88ba76bCAS |
      (b) W. Xu, C. A. Angell, Science 2003, 302, 422.
         | Crossref | GoogleScholarGoogle Scholar |

[8]  (a) M. H. Valkenberg, C. deCastro, W. F. Hölderich, Appl. Catal. A 2001, 215, 185.Several groups also reported preparation of imidazolium tetrachloroferrate:
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD3MXksVeqs7c%3D&md5=bdea1a828d155658b0cfd3ee46a18beaCAS |
      (b) Y. Katayama, I. Konishiike, T. Miura, T. Kishi, J. Power Sources 2002, 109, 327.
         | Crossref | GoogleScholarGoogle Scholar |
      (c) F. Shi, J. Peng, Y. Deng, J. Catal. 2003, 219, 372.
         | Crossref | GoogleScholarGoogle Scholar |
      (d) J.-Z. Yang, W.-G. Xu, Q.-G. Zhang, Y. Jin, Z.-H. Zhang, J. Chem. Thermodyn. 2003, 35, 1855.
         | Crossref | GoogleScholarGoogle Scholar |
      (e) P. Kolle, R. Dronskowski, Inorg. Chem. 2004, 43, 2803.
         | Crossref | GoogleScholarGoogle Scholar |
      (f) Q.-G. Zhang, J.-Z. Yang, X.-M. Lu, J.-S. Gui, M. Huang, Fluid Phase Equilib. 2004, 226, 207.
         | Crossref | GoogleScholarGoogle Scholar |

[9]  Y. Yoshida, G. Saito, J. Mater. Chem. 2006, 16, 1254.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD28Xis1Sjtr4%3D&md5=831a31999ee9696d1d07d56dbc8b798bCAS |

[10]  I. de Pedro, D. P. Rojas, A. J. Blanco, F. Rodríguez, J. Magn. Magn. Mater. 2011, 323, 1254.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3MXisVKmtr0%3D&md5=8391283bfc4392cd6ba611a33f3076a2CAS |

[11]  T. Bäcker, O. Breunig, M. Valldor, K. Merz, V. Vasylyeva, A.-V. Mudring, Cryst. Growth Des. 2011, 11, 2564.
         | Crossref | GoogleScholarGoogle Scholar |

[12]  H. Hayashi, S. Karasawa, N. Koga, J. Org. Chem. 2008, 73, 8683.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD1cXht1CgsbbJ&md5=acfa114b99e338af378c27927a3efc93CAS |

[13]  Y. Uchida, S. Oki, R. Tamura, T. Sakaguchi, K. Suzuki, K. Ishibashi, J. Yamauchi, J. Mater. Chem. 2009, 19, 6877.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD1MXhtFaktbjO&md5=20fe9e31c96c68c22459eee9062355dbCAS |

[14]  A. Branco, L. C. Branco, F. Pina, Chem. Commun. 2011, 2300.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3MXhs1artbk%3D&md5=fc6ab618b28dced00c030129a101c2f8CAS |

[15]  R. E. Del Sesto, T. M. McCleskey, A. K. Burrell, G. A. Baker, J. D. Thompson, B. L. Scott, J. S. Wilkes, P. Williams, Chem. Commun. 2008, 447.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD1cXltFSnsg%3D%3D&md5=e376529fe62359b325cf534828a35f1cCAS |

[16]  M. Li, S. L. De Rooy, D. K. Bwambok, B. El-Zahab, J. F. DiTusa, I. M. Warner, Chem. Commun. 2009, 6922.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD1MXhtl2iu7rM&md5=87dbaaccbd47d9953f389546cd24aa15CAS |

[17]  B. Mallick, B. Balke, C. Felser, A.-V. Mudring, Angew. Chem. Int. Ed. 2008, 47, 7635.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD1cXht1GltLzF&md5=d8161576118a9bb04f8a75cb001642b5CAS |

[18]  Y. Yoshida, G. Saito, Phys. Chem. Chem. Phys. 2010, 12, 1675.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC3cXhslelsrw%3D&md5=46bc9363725806e75a29540bb12d71f5CAS |

[19]  C. Biao, L. Quan, Z. Baozhong, Prog. Chem. 2012, 24, 225.

[20]  J. Wang, H. Yao, Y. Nie, L. Bai, X. Zhang, J. Li, Ind. Eng. Chem. Res. 2012, 51, 3776.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BC38XitVGgs78%3D&md5=b8c81ce8bc5cba44b37175a52a6f5ce0CAS |

[21]  [C2mim][EtSO4] was the lowest price IL among those supplied by Merck when we launched the present research project.

[22]  See Supplementary Material.

[23]  J. Eßer, P. Wasserscheid, A. Jess, Green Chem. 2004, 6, 316.
         | Crossref | GoogleScholarGoogle Scholar |

[24]     (a) Y. Takagi, in Abstracts of Papers, Pacifichem 2010, Hawaii, USA, 13 December, #28 [1A], 2010.
         (b) Y. Takagi, Abstracts of 14th Asian Chemical Congress, p. 338, OR-G3–07, 2011.
      (c) Y. Takagi, Electrochemistry 2011, 79, 40.
         | Crossref | GoogleScholarGoogle Scholar |

[25]  S. Park, R. J. Kazlauskas, J. Org. Chem. 2001, 66, 8395.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DC%2BD3MXotFyktbs%3D&md5=10a6d15b936eabf432ce2bb96a281e8aCAS |

[26]  P. B. Hitchcock, K. R. Seddon, T. Welton, J. Chem. Soc., Dalton Trans. 1993, 2639.
         | Crossref | GoogleScholarGoogle Scholar | 1:CAS:528:DyaK2cXmslOqsA%3D%3D&md5=3defea3d6d161ec46696fecc8b8aa7daCAS |

[27]  G. M. Sheldrick, Acta Crystallogr. 2008, A64, 112.For a short history of SHELX, see
         | 1:CAS:528:DC%2BD2sXhsVGhurzO&md5=9b979ddbd87a78d6c18caa3d7e8cf709CAS |

[28]  Crystallographic data for [C2mim]2[CoIICl4] can be obtained free of charge, on application to CCDC as supplementary publication number CCDC893122. Copies of the data can be obtained free of charge, on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK [fax: +44(1223)336033 or e-mail: data_request@ccdc.cam.ac.uk].