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Title: Breaking the paradigm: Record quindecim charged magnetic ionic liquids

Journal Article · · Materials Horizons
DOI: https://doi.org/10.1039/C6MH00468G · OSTI ID:1357792

A family of bis(trifluoromethanesulfonyl)amide-based ionic liquids of composition [RE5(C2H5-C3H3N2-CH2COO)16(H2O)8](Tf2N)15 (RE = Er, Ho, Tm; C3H3N2 ≡ imidazolium moiety) featuring the cationic, record quindecim {15+} charged pentanuclear rare earth (RE)-containing ion [RE5(C2H5-C3H3N2-CH2COO)16(H2O)8]15+ has been synthesized and characterized. In addition, due to the presence of rare earth ions, these ionic liquids show a response to magnetic fields with the highest effective magnetic moment observed so far for an ionic liquid and are rare examples of ionic liquids showing luminescence in the near-infrared. As a result, these ionic liquids also were successfully employed in a three-component synthesis of 2-pyrrolo-3'-yloxindole with an extremely low (<0.035 mol%) catalyst loading rate.

Research Organization:
Ames Laboratory (AMES), Ames, IA (United States)
Sponsoring Organization:
USDOE
Grant/Contract Number:
AC02-07CH11358
OSTI ID:
1357792
Report Number(s):
IS-J--9311
Journal Information:
Materials Horizons, Journal Name: Materials Horizons Journal Issue: 2 Vol. 4; ISSN 2051-6347; ISSN MHAOAL
Publisher:
Royal Society of ChemistryCopyright Statement
Country of Publication:
United States
Language:
English

References (59)

Ionic Liquids for Clean Technology journal April 1997
Ionic Liquids book July 2007
Ionische Flüssigkeiten – neue „Lösungen“ für die Übergangsmetallkatalyse journal November 2000
Applications of Transition Metal Catalysis in Drug Discovery and Development: An Industrial Perspective book May 2012
Introduction to Molecular Magnetism: From Transition Metals to Lanthanides book January 2015
Das “nichtkoordinierende” Anion Tf2N−, koordiniert an Yb2+: ein strukturell charakterisierter Tf2N−-Komplex aus der ionischen Flüssigkeit [mppyr][Tf2N] journal August 2005
Bei Raumtemperatur flüssige ionische Verbindungen auf Dysprosium-Basis mit starker Lumineszenz und Reaktion auf magnetische Felder journal September 2008
Isocyanide in der Synthese von Stickstoff-Heterocyclen journal November 2010
Ionic Liquids for the Convenient Synthesis of Functional Nanoparticles and Other Inorganic Nanostructures journal September 2004
Europium-Based Ionic Liquids as Luminescent Soft Materials journal September 2008
The Cambridge Structural Database in Retrospect and Prospect journal January 2014
Energetic Ionic Liquids based on Lanthanide Nitrate Complex Anions journal December 2008
Lanthanoid-Based Ionic Liquids Incorporating the Dicyanonitrosomethanide Anion journal June 2012
Water-Free Rare-Earth-Metal Ionic Liquids/Ionic Liquid Crystals Based on Hexanitratolanthanate(III) Anion journal March 2013
Ionic Liquids for the Convenient Synthesis of Functional Nanoparticles and Other Inorganic Nanostructures journal November 2004
Intense Near-Infrared Luminescence of a Mesomorphic Ionic Liquid Doped with Lanthanide β-Diketonate Ternary Complexes journal December 2005
Terbium β-Diketonate Based Highly Luminescent Soft Materials journal July 2009
A Luminescent Ionic Liquid Crystal: [C12mim]4[EuBr6]Br journal March 2010
Ionic Liquids for Lanthanide and Actinide Chemistry journal May 2010
Structures and Properties of Luminescent Pentanitratoeuropate(III) Ionic Liquids: Luminescent Pentanitratoeuropate(III) Ionic Liquids journal December 2014
Evolution and Synthetic Applications of the Heck-Matsuda Reaction: The Return of Arenediazonium Salts to Prominence journal February 2011
Luminescent Soft Material: Two New Europium-Based Ionic Liquids journal November 2009
The First Homoleptic Bis(trifluoromethanesulfonyl)amide Complex of Yttrium: [bmim][Y(Tf2N)4] journal May 2008
Ionic Liquids book January 1973
Ionic Liquids journal December 1999
Ionic liquids journal January 1983
Magnetic ionic liquids in analytical chemistry: A review journal August 2016
Low-melting complexes with cationic side chains – Phosphonium-, ammonium- and imidazolium-tagged coordination compounds journal May 2015
Intense near-infrared luminescence of anhydrous lanthanide(III) iodides in an imidazolium ionic liquid journal January 2005
InCl3-catalyzed efficient one-pot synthesis of 2-pyrrolo-3′-yloxindoles journal July 2009
Spectral and Physicochemical Characterization of Dysprosium-Based Multifunctional Ionic Liquid Crystals journal May 2015
Easily Accessible Rare-Earth-Containing Phosphonium Room-Temperature Ionic Liquids: EXAFS, Luminescence, and Magnetic Properties journal May 2016
Dysprosium-Based Ionic Liquid Crystals: Thermal, Structural, Photo- and Magnetophysical Properties journal October 2009
Anhydrous Praseodymium Salts in the Ionic Liquid [bmpyr][Tf 2 N]:  Structural and Optical Properties of [bmpyr] 4 [PrI 6 ][Tf 2 N] and [bmyr] 2 [Pr(Tf 2 N) 5 ] journal December 2005
Synthetic Strategies for Tailoring the Physicochemical and Magnetic Properties of Hydrophobic Magnetic Ionic Liquids journal January 2015
Ionic Liquids in Heterocyclic Synthesis journal June 2008
Synthesis of Heterocycles Mediated by Benzotriazole. 1. Monocyclic Systems journal March 2010
Room-Temperature Ionic Liquids. Solvents for Synthesis and Catalysis journal August 1999
Crystal Engineering in Ionic Liquids. The Crystal Structures of [Mppyr] 3 [NdI 6 ] and [Bmpyr] 4 [NdI 6 ][Tf 2 N] journal June 2006
Europium(III) Tetrakis(β-diketonate) Complex as an Ionic Liquid: A Calorimetric and Spectroscopic Study journal June 2012
Anionic Rare-Earth Thiocyanate Complexes as Building Blocks for Low-Melting Metal-Containing Ionic Liquids journal October 2006
Applications of Transition Metal Catalysis in Drug Discovery and Development journal October 2012
Applications of ionic liquids in the chemical industry journal January 2008
Structure and magnetic behavior of transition metal based ionic liquids journal January 2008
Design of functional ionic liquids using magneto- and luminescent-active anions journal January 2010
Melting point suppression in new lanthanoid( iii ) ionic liquids by trapping of kinetic polymorphs: an in situsynchrotron powder diffraction study journal January 2012
Halometallate ionic liquids – revisited journal January 2014
Energy applications of ionic liquids journal January 2014
Synthesis, structure and near-infrared photoluminescence of hexanitratoneodymate ionic liquids journal January 2015
Long-lived luminescent soft materials of hexanitratosamarate( iii ) complexes with orange visible emission journal January 2015
The first homoleptic bis(trifluoromethanesulfonyl)amide complex compounds of trivalent f-elements journal January 2006
Towards large-scale, fully ab initio calculations of ionic liquids journal January 2011
Recent advances in asymmetric catalysis with cinchona alkaloid-based primary amines journal January 2011
Catalytic “triangles”: binding of iron in task-specific ionic liquids journal January 2013
Ionic liquid processing of cellulose journal January 2012
Evidence of slow relaxation of magnetization in dysprosium-based ionic liquids journal January 2013
Quenching of Er(III) luminescence by ligand C–H vibrations: Implications for the use of erbium complexes in telecommunications journal September 2006
Solidification of Ionic Liquids: Theory and Techniques journal January 2010
Discovery of a Magnetic Ionic Liquid [bmim]FeCl 4 journal December 2004

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