Mixed metal double salt ionic liquids comprised of [HN222 ]2 [ZnCl4 ] and AlCl3 provide tunable Lewis acid catalysts related to the ionic environment

Dalton Transactions : an International Journal of Inorganic Chemistry
Rajkumar KoreRobin D Rogers

Abstract

Two solids of differing Lewis acidities, triethylammonium tetrachlorozincate ([HN222]2[ZnCl4]) and AlCl3, have been combined across 0.1 to 0.9 mole fractions (with respect to [HN222]2[ZnCl4]), and homogeneous solid double salts or mixed metal [HN222]2x[(1 - x)AlCl3 + xZnCl4] double salt ionic liquids (DSILs) were obtained at x = 0.33, 0.4, and 0.5 with varying Lewis acidities. The characterization of the prepared DSILs (melting point, color, homogeneity, 1H, 13C, and 27Al nuclear magnetic resonance spectroscopy (NMR), infrared spectroscopy (IR), single crystal X-ray diffraction (SCXRD), and matrix-assisted laser-desorption ionization time-of-flight (MALDI-TOF) mass spectrometry) suggests that [HN222]2[ZnCl4] transfers Cl- from [ZnCl4]2- to the stronger Lewis acid AlCl3, forming intermediate acidic DSILs with [AlCl4]- and [Al2Cl7]- anions and mixed anionic Zn species. Qualitative Lewis acidity measurements using acetonitrile as an IR-active probe showed that the acidity of the DSILs decreased as the amount of [ZnCl4]2- increased. In a Beckman rearrangement reaction of acetophenone oxime, significant catalytic activity was observed for the DSIL at x = 0.33, where the activity of the DSIL was found to be even higher than [HN222][A...Continue Reading

References

Jan 23, 2004·Chemical Communications : Chem Comm·Ya-Li Yang, Yuan Kou
Aug 11, 2005·Journal of the American Chemical Society·Yoshiro FuruyaHisashi Yamamoto
May 26, 2006·Angewandte Chemie·Yves Chauvin
Jan 17, 2008·Chemical Society Reviews·Natalia V Plechkova, Kenneth R Seddon
Oct 29, 2010·Dalton Transactions : an International Journal of Inorganic Chemistry·Julien EstagerMałgorzata Swadźba-Kwaśny
Apr 8, 2011·Chemical Reviews·Jason P Hallett, Tom Welton
Jun 9, 2012·Inorganic Chemistry·Matthew CurrieCécile Terrade
Jun 22, 2012·Acta Crystallographica. Section E, Structure Reports Online·Reza AzadbakhtHadi Amiri Rudbari
Aug 15, 2012·Chemical Society Reviews·Heiko NiedermeyerTom Welton
Jan 17, 2013·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·Vinod Kumar, Siddharth Pandey
Oct 16, 2013·Angewandte Chemie·Fergal ColemanMałgorzata Swadźba-Kwaśny
Nov 6, 2013·Chemical Society Reviews·J EstagerM Swadźba-Kwaśny
Jan 9, 2015·Acta Crystallographica. Section C, Structural Chemistry·George M Sheldrick
Apr 8, 2015·Nature·Meng-Chang LinHongjie Dai
Dec 15, 2015·Nature·Julia L ShamshinaRobin D Rogers

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Citations

Oct 27, 2018·Current Medicinal Chemistry·Ana Rita DiasRicardo Ferraz

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Methods Mentioned

BETA
NMR
X-ray

Software Mentioned

Bruker SHELXTL
SHELXL
Bruker Apex2

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