Pseudo-Encapsulation-Nanodomains for Enhanced Reactivity in Ionic Liquids

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Published in:Angewandte Chemie International Edition Vol. 51; no. 46; pp. 11483 - 11486
Main Authors: Weber, Cameron C., Masters, Anthony F., Maschmeyer, Thomas
Format: Journal Article
Language:English
Published: Weinheim WILEY-VCH Verlag 12.11.2012
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ISSN:1433-7851, 1521-3773, 1521-3773
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Author Weber, Cameron C.
Maschmeyer, Thomas
Masters, Anthony F.
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  surname: Maschmeyer
  fullname: Maschmeyer, Thomas
  email: th.maschmeyer@chem.usyd.edu.au
  organization: Laboratory of Advanced Catalysis for Sustainability, School of Chemistry, The University of Sydney, Sydney 2006 (Australia)
BackLink https://www.ncbi.nlm.nih.gov/pubmed/23065718$$D View this record in MEDLINE/PubMed
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Notes istex:49D76AB57C06BE6E4CAF50D77793D3E94CDDB27B
We thank Dr. Jason Harper and Prof. Greg Warr for helpful discussions, Dr. Ian Luck for his assistance with NMR experiments, and the University of Sydney for funding. C.C.W. thanks the University of Sydney for a Vice Chancellor's Research Scholarship.
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H. M. Yau, A. G. Howe, J. M. Hook, A. K. Croft, J. B. Harper, Org. Biomol. Chem. 2009, 7, 3572-3575
C. Shi, Y. Zhao, J. Xin, J. Wang, X. Lu, X. Zhang, S. Zhang, Chem. Commun. 2012, 48, 4103-4105.
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C. C. Weber, A. F. Masters, T. Maschmeyer, J. Phys. Chem. B 2012, 116, 1858-1864.
F. M. Menger, C. E. Portnoy, J. Am. Chem. Soc. 1967, 89, 4698-4703.
H. M. Yau, S. A. Barnes, J. M. Hook, T. G. A. Youngs, A. K. Croft, J. B. Harper, Chem. Commun. 2008, 3576-3578
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P. Wasserscheid, W. Keim, Angew. Chem. 2000, 112, 3926-3945
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T. Welton, Chem. Rev. 1999, 99, 2071-2083
T. Gutel, C. C. Santini, A. A. H. Padua, B. Fenet, Y. Chauvin, J. N. Canongia Lopes, F. Bayard, M. F. Costa Gomes, A. S. Pensado, J. Phys. Chem. B 2009, 113, 170-177
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W. Jiang, Y. Wang, G. A. Voth, J. Phys. Chem. B 2007, 111, 4812-4818
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M. Y. Lui, L. Crowhurst, J. P. Hallett, P. A. Hunt, H. Neidermeyer, T. Welton, Chem. Sci. 2011, 2, 1491-1496
C. A. Bunton, Adv. Colloid Interface Sci. 2006, 123-126, 333-343
E. Gelles, E. D. Hughes, C. K. Ingold, J. Chem. Soc. 1954, 2918-2929
M. N. Khan, Adv. Colloid Interface Sci. 2010, 159, 160-179.
C. G. Hanke, A. Johansson, J. B. Harper, R. M. Lynden-Bell, Chem. Phys. Lett. 2003, 374, 85-90
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References_xml – reference: A. J. L. Costa, M. R. C. Soromenho, K. Shimizu, I. M. Marrucho, J. M. S. S. Esperanca, J. N. Canongia Lopes, L. P. N. Rebelo, ChemPhysChem 2012, 13, 1902-1909.
– reference: J. N. Canongia Lopes, M. F. Costa Gomes, A. A. H. Padua, J. Phys. Chem. B 2006, 110, 16816-16818;
– reference: P. Wasserscheid, W. Keim, Angew. Chem. 2000, 112, 3926-3945;
– reference: E. Gelles, E. D. Hughes, C. K. Ingold, J. Chem. Soc. 1954, 2918-2929;
– reference: C. C. Weber, A. F. Masters, T. Maschmeyer, J. Phys. Chem. B 2012, 116, 1858-1864.
– reference: F. M. Menger, C. E. Portnoy, J. Am. Chem. Soc. 1967, 89, 4698-4703.
– reference: L. Crowhurst, N. L. Lancaster, J. M. Perez Arlandis, T. Welton, J. Am. Chem. Soc. 2004, 126, 11549-11555;
– reference: J. P. Hallett, T. Welton, Chem. Rev. 2011, 111, 3508-3576;
– reference: R. Bini, C. Chiappe, E. Marmugi, D. Pieraccini, Chem. Commun. 2006, 897-899;
– reference: Y. Wang, G. A. Voth, J. Am. Chem. Soc. 2005, 127, 12192-12193;
– reference: S. Puttick, A. L. Davis, K. Butler, L. Lambert, J. El harfi, D. J. Irvine, A. K. Whittaker, K. J. Thurecht, P. Licence, Chem. Sci. 2011, 2, 1810-1816;
– reference: M. Y. Lui, L. Crowhurst, J. P. Hallett, P. A. Hunt, H. Neidermeyer, T. Welton, Chem. Sci. 2011, 2, 1491-1496;
– reference: A. V. Plyasunov, N. V. Plyasunova, E. L. Shock, J. Chem. Eng. Data 2004, 49, 1152-1167.
– reference: C. Chiappe, D. Pieraccini, J. Phys. Org. Chem. 2005, 18, 275-297;
– reference: A. Stark, Top. Curr. Chem. 2009, 290, 41-81;
– reference: M. N. Khan, Adv. Colloid Interface Sci. 2010, 159, 160-179.
– reference: A. R. Katritzky, B. Brycki, J. Am. Chem. Soc. 1986, 108, 7295-7299;
– reference: C. Gomez Herrera, R. Jimenez, P. Perez-Tejeda, P. Lopez-Cornejo, R. Prado-Gotor, F. Sanchez, Prog. React. Kinet. Mech. 2004, 29, 289-310;
– reference: C. G. Hanke, A. Johansson, J. B. Harper, R. M. Lynden-Bell, Chem. Phys. Lett. 2003, 374, 85-90;
– reference: B. Fazio, A. Triolo, G. Di Marco, J. Raman Spectrosc. 2008, 39, 233-237.
– reference: M. F. Costa Gomes, J. N. Canongia Lopes, A. A. H. Padua, Top. Curr. Chem. 2009, 290, 161-183;
– reference: K. Shimizu, M. F. Costa Gomes, A. A. H. Padua, L. P. N. Rebelo, J. N. Canongia Lopes, J. Mol. Struct. THEOCHEM 2010, 946, 70-76.
– reference: A.-L. Rollet, P. Porion, M. Vaultier, I. Billard, M. Deschamps, C. Bessada, L. Jouvensal, J. Phys. Chem. B 2007, 111, 11888-11891.
– reference: A. J. Yap, A. F. Masters, T. Maschmeyer in Handbook of Green Chemistry, Vol. 8 (Eds.: A. Perosa, M. Selva), Wiley-VCH, Weinheim, 2012, pp. 137-163.
– reference: T. Gutel, C. C. Santini, K. Philippot, A. Padua, K. Pelzer, B. Chaudret, Y. Chauvin, J.-M. Basset, J. Mater. Chem. 2009, 19, 3624-3631.
– reference: J. B. Harper, R. M. Lynden-Bell, Mol. Phys. 2004, 102, 85-94;
– reference: W. Jiang, Y. Wang, G. A. Voth, J. Phys. Chem. B 2007, 111, 4812-4818;
– reference: Angew. Chem. Int. Ed. 2000, 39, 3772-3789;
– reference: C. A. Bunton, Adv. Colloid Interface Sci. 2006, 123-126, 333-343;
– reference: H. M. Yau, S. J. Chan, S. R. D. George, J. M. Hook, A. K. Croft, J. B. Harper, Molecules 2009, 14, 2521-2534;
– reference: M. J. Earle, S. P. Katdare, K. R. Seddon, Org. Lett. 2004, 6, 707-710;
– reference: T. Gutel, C. C. Santini, A. A. H. Padua, B. Fenet, Y. Chauvin, J. N. Canongia Lopes, F. Bayard, M. F. Costa Gomes, A. S. Pensado, J. Phys. Chem. B 2009, 113, 170-177;
– reference: T. Welton, Chem. Rev. 1999, 99, 2071-2083;
– reference: H. M. Yau, A. G. Howe, J. M. Hook, A. K. Croft, J. B. Harper, Org. Biomol. Chem. 2009, 7, 3572-3575;
– reference: K. Shimizu, M. F. Costa Gomes, A. A. H. Padua, L. P. N. Rebelo, J. N. Canongia Lopes, J. Phys. Chem. B 2009, 113, 9894-9900.
– reference: H. M. Yau, A. K. Croft, J. B. Harper, Faraday Discuss. 2012, 154, 365-371.
– reference: B. Y. W. Man, J. M. Hook, J. B. Harper, Tetrahedron Lett. 2005, 46, 7641-7645;
– reference: H. M. Yau, S. A. Barnes, J. M. Hook, T. G. A. Youngs, A. K. Croft, J. B. Harper, Chem. Commun. 2008, 3576-3578;
– reference: J. P. Hallett, C. L. Liotta, G. Ranieri, T. Welton, J. Org. Chem. 2009, 74, 1864-1868;
– reference: C. Shi, Y. Zhao, J. Xin, J. Wang, X. Lu, X. Zhang, S. Zhang, Chem. Commun. 2012, 48, 4103-4105.
– reference: C. Chiappe, M. Malvaldi, C. S. Pomelli, Pure Appl. Chem. 2009, 81, 767-776.
– ident: e_1_2_3_39_2
– ident: e_1_2_3_11_2
  doi: 10.1039/b805255g
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SubjectTerms ionic liquids
kinetics
nucleophilic substitution
solvent effects
structural heterogeneity
Title Pseudo-Encapsulation-Nanodomains for Enhanced Reactivity in Ionic Liquids
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