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Synlett 2011(18): 2609-2632  
DOI: 10.1055/s-0030-1289557
ACCOUNT
© Georg Thieme Verlag Stuttgart ˙ New York

Development of Highly Selective Ligands for Separations of Actinides from Lanthanides in the Nuclear Fuel Cycle

Frank W. Lewis, Michael J. Hudson, Laurence M. Harwood*
School of Chemistry, University of Reading, Whiteknights, Reading, Berkshire RG6 6AD, UK
Fax: +44(118)3786121; e-Mail: l.m.harwood@reading.ac.uk;
Further Information

Publication History

Received 9 April 2011
Publication Date:
25 October 2011 (online)

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Abstract

This account summarizes recent work by us and others on the development of ligands for the separation of actinides from lanthanides contained in nuclear waste streams in the context of a future European strategy for nuclear waste management. The current status of actinide/lanthanide separations worldwide is briefly discussed, and the synthesis, development, and testing of different classes of heterocyclic soft N- and S-donor ligands in Europe over the last 20 years is presented. This work has led to the current benchmark ligand that displays many of the desirable qualities for industrial use. The improvement of radiolytic stability through ligand design is also discussed.

1 Introduction and Background

2 Dithiophosphinic Acids

3 2,2′:6′,2′′-Terpyridine (TERPY) and Related Ligands

4 2,4,6-Tri-2-pyridyl-1,3,5-triazine (TPTZ) and Related Ligands

5 2,6-Bis(benzoxazol-2-yl)-4-dodecyloxypyridine (BODO) and Related Ligands

6 Podand Ligands

7 2,6-Bis(1,2,4-triazin-3-yl)pyridine (BTP) and Related Ligands

8 6,6′-Bis(1,2,4-triazin-3-yl)-2,2′-bipyridine (BTBP) and ­Related Ligands

9 Improving Radiolytic Stability through Ligand Design

10 Conclusion and Outlook

Key words

heterocycles - ligands - actinides - solvent extraction - lanthanides

    References

  • 1a International Atomic Energy Agency (IEA) World Energy Outlook 2007   IEA/OECD; Paris: 2007. 
  • 1b OECD Nuclear Energy Agency (NEA) Nuclear Energy Outlook 2008   OECD Publishing; Paris: 2008. 
  • 2 Implications of Partitioning and Transmutation in Radioactive Waste Management   International Atomic Energy Agency Technical Reports Series 435; Vienna: 2004. 
  • 3a McKibben JM. Radiochim. Acta  1984,  36:  3 
    Search in Google Scholar
  • 3b Sood DD. Patil SK. J. Radioanal. Nucl. Chem.  1996,  203:  547 
    Search in Google Scholar
  • 3c Musikas C. Schultz W. Liljenzin J.-O. In Solvent Extraction Principles and Practice   2nd ed.:  Rydberg J. Cox M. Musikas C. Choppin G. Marcel Dekker; New York: 2004.  p.507-557  
    Search in Google Scholar
  • 3d Nash KL. Madic C. Mathur J. Lacquement J. In The Chemistry of the Actinide and Transactinide Elements   3rd ed.:  Katz JJ. Morss LR. Edelstein NM. Fuger J. Springer; Dordrecht: 2006.  p.2622-2798  
    Search in Google Scholar
  • 4 Magill J. Berthou V. Haas D. Galy J. Schenkel R. Wiese H.-W. Heusener G. Tommasi J. Youinou G. Nuclear Energy  2003,  42:  263 
    Search in Google Scholar
  • 5a Actinide and Fission Product Partitioning and Transmutation Status and Assessment Report   OECD NEA; Paris: 1999. 
  • 5b Salvatores M. Nucl. Eng. Des.  2005,  235:  805 
    Search in Google Scholar
  • 5c Salvatores M. Palmiotti G. Prog. Part. Nucl. Phys.  2011,  66:  144 
    Search in Google Scholar
  • 6a Nash KL. Solvent Extr. Ion Exch.  1993,  11:  729 
    Search in Google Scholar
  • 6b Mathur JN. Murali MS. Nash KL. Solvent Extr. Ion Exch.  2001,  19:  357 
    Search in Google Scholar
  • 7a Cuillerdier C. Musikas C. Sep. Sci. Technol.  1991,  26:  1229 
    Search in Google Scholar
  • 7b Modolo G. Vijgen H. Serrano-Purroy D. Christiansen B. Malmbeck R. Sorel C. Baron P. Sep. Sci. Technol.  2007,  42:  439 
    Search in Google Scholar
  • 8 Horwitz EP. Kalina DG. Diamond H. Vandegrift GF. Schulz WW. Solvent Extr. Ion Exch.  1985,  3:  75 
    Search in Google Scholar
  • 9a Cuillerdier C. Musikas C. Hoel P. Nigond L. Vitart X. Sep. Sci. Technol.  1991,  26:  1229 
    Search in Google Scholar
  • 9b Nigond L. Condamines N. Cordier PY. Livet J. Madic C. Cuillerdier C. Musikas C. Hudson MJ. Sep. Sci. Technol.  1995,  30:  2075 
    Search in Google Scholar
  • 10 Chan GYS. Drew MGB. Hudson MJ. Iveson PB. Liljenzin J.-O. Skålberg M. Spjuth L. Madic C.
    J. Chem. Soc., Dalton Trans.  1997,  649 
  • 11 Serrano-Purroy D. Baron P. Christiansen B. Malmbeck R. Sorel C. Glatz J.-P. Radiochim. Acta  2005,  93:  351 
    Search in Google Scholar
  • 12a Modolo G. Asp H. Schreinemachers C. Vijgen H. Solvent Extr. Ion Exch.  2007,  25:  703 
    Search in Google Scholar
  • 12b Magnusson D. Christiansen B. Glatz J.-P. Malmbeck R. Modolo G. Serrano-Purroy D. Sorel C. Solvent Extr. Ion Exch.  2009,  27:  26 
    Search in Google Scholar
  • 13a Cotton S. In Comprehensive Coordination Chemistry II   Vol. 3:  McCleverty JA. Meyer TJ. Elsevier; Oxford: 2004.  p.93-188  
    Search in Google Scholar
  • 13b Burns CJ. Neu MP. Boukhalfa H. Gutowski KE. Bridges NJ. Rogers RD. In Comprehensive Coordination Chemistry II   Vol. 3:  McCleverty JA. Meyer TJ. Elsevier; Oxford: 2004.  p.189-332  
    Search in Google Scholar
  • 13c Katz JJ. Morss LR. Edelstein NM. Fuger J. In The Chemistry of the Actinide and Transactinide Elements   Vol. 1:  Katz JJ. Morss LR. Edelstein NM. Fuger J. Springer; Dordrecht: 2006.  p.1-17  
    Search in Google Scholar
  • 14 Nilsson M. Nash KL. Solvent Extr. Ion Exch.  2007,  25:  665 
    Search in Google Scholar
  • 15 Hudson MJ. Czech. J. Phys.  2003,  53:  A305 
    Search in Google Scholar
  • 16a Dam HH. Reinhoudt DN. Verboom W. Chem. Soc. Rev.  2007,  36:  367 
    Search in Google Scholar
  • 16b Ekberg C. Fermvik A. Retegan T. Skarnemark G. Foreman MRS. Hudson MJ. Englund S. Nilsson M. Radiochim. Acta  2008,  96:  225 
    Search in Google Scholar
  • 16c Kolarik Z. Chem. Rev.  2008,  108:  4208 
    Search in Google Scholar
  • 16d Hill C. In Ion Exchange and Solvent Extraction: A Series of Advances   Vol. 19:  Moyer BA. CRC; Boca Raton (FL): 2010.  p.119-194  
    Search in Google Scholar
  • 17a Zhu Y. Radiochim. Acta  1995,  68:  95 
    Search in Google Scholar
  • 17b Zhu Y. Chen J. Jiao R. Solvent Extr. Ion Exch.  1996,  14:  61 
    Search in Google Scholar
  • 17c Chen J. Zhu Y. Jiao R. Sep. Sci. Technol.  1996,  31:  2723 
    Search in Google Scholar
  • 17d Hill C. Madic C. Baron P. Ozawa M. Tanaka Y. J. Alloys Compd.  1998,  271-273:  159 
    Search in Google Scholar
  • 17e Wang X. Zhu Y. Jiao R. J. Radioanal. Nucl. Chem.  2002,  251:  487 
    Search in Google Scholar
  • 18 Ionova G. Ionov S. Rabbe C. Hill C. Madic C. Guillaumont R. Krupa JC. Solvent Extr. Ion Exch.  2001,  19:  391 
    Search in Google Scholar
  • 19a Bhattacharyya A. Mohapatra PK. Manchanda VK. Solvent Extr. Ion Exch.  2006,  24:  1 
    Search in Google Scholar
  • 19b Bhattacharyya A. Mohapatra PK. Manchanda VK. Radiochim. Acta  2010,  98:  141 
    Search in Google Scholar
  • 20a Peterman DR. Law JD. Todd TA. Tillotson RD. In Separations for the Nuclear Fuel Cycle in the 21st Century   Vol. 933:  Lumetta GJ. Nash KL. Clark SB. Friese JI. American Chemical Society; Washington DC: 2006.  p.251-259  
    Search in Google Scholar
  • 20b Law JD. Peterman DR. Todd TA. Tillotson RD. Radiochim. Acta  2006,  94:  261 
    Search in Google Scholar
  • 21a Wei Y. Kumagai M. Takashima Y. Modolo G. Odoj R. Nucl. Technol.  2000,  132:  413 
    Search in Google Scholar
  • 21b Bhattacharyya A. Mohapatra PK. Manchanda VK. J. Chromatogr., A  2006,  1123:  26 
    Search in Google Scholar
  • 21c Bhattacharyya A. Mohapatra PK. Manchanda VK. Solvent Extr. Ion Exch.  2007,  25:  27 
    Search in Google Scholar
  • 22 Mimura H. Hoshi H. Akiba K. Onodera Y. J. Radioanal. Nucl. Chem.  2001,  247:  375 
    Search in Google Scholar
  • 23 Hoshi H. Tsuyoshi A. Akiba K. J. Radioanal. Nucl. Chem.  2000,  243:  621 
    Search in Google Scholar
  • 24 Wang X. Zhu Y. Jiao R. Solvent Extr. Ion Exch.  2001,  19:  1007 
    Search in Google Scholar
  • 25 Modolo G. Odoj R. J. Radioanal. Nucl. Chem.  1998,  228:  83 
    Search in Google Scholar
  • 26a Modolo G. Odoj R. J. Alloys Compd.  1998,  271-273:  248 
    Search in Google Scholar
  • 26b Modolo G, and Odoj R. inventors; US  5966584. 
  • 26c Geist A. Weigl M. Gompper K. Sep. Sci. Technol.  2002,  37:  3369 
    Search in Google Scholar
  • 27 Modolo G. Odoj R. Solvent Extr. Ion Exch.  1999,  17:  33 
    Search in Google Scholar
  • 28 Modolo G. Seekamp S. Solvent Extr. Ion Exch.  2002,  20:  195 
    Search in Google Scholar
  • 29a Modolo G. Nabet S. Solvent Extr. Ion Exch.  2005,  23:  359 
    Search in Google Scholar
  • 29b Modolo G, and Odoj R. inventors; US  20070009410A1. 
  • 30 Modolo G. Kluxen P. Geist A. Radiochim. Acta  2010,  98:  193 
    Search in Google Scholar
  • 31 Ionova G. Ionov S. Rabbe C. Hill C. Madic C. Guillaumont R. Modolo G. Krupa JC. New J. Chem.  2001,  25:  491 
    Search in Google Scholar
  • 32a Klaehn JR. Peterman DR. Harrup MK. Tillotson RD. Luther TA. Law JD. Daniels LM. Inorg. Chim. Acta  2008,  361:  2522 
    Search in Google Scholar
  • 32b Peterman DR. Greenhalgh MR. Tillotson RD. Klaehn JR. Harrup MK. Luther TA. Law JD. Sep. Sci. Technol.  2010,  45:  1711 
    Search in Google Scholar
  • 33 Qichu X. Jianfeng W. Yinzhong C. Lixing Z. Yusheng Y. Radiochim. Acta  2008,  96:  771 
    Search in Google Scholar
  • 34 Weigl M. Denecke MA. Panak PJ. Geist A. Gompper K. Dalton Trans.  2005,  1281 
  • 35 Coupez B. Boehme C. Wipff G. J. Phys. Chem. B  2003,  107:  9484 
    Search in Google Scholar
  • 36 Cordier PY. Hill C. Baron P. Madic C. Hudson MJ. Liljenzin J.-O. J. Alloys Compd.  1998,  271-273:  738 
    Search in Google Scholar
  • 37 Hagström I. Spjuth L. Enarsson Å. Liljenzin J.-O. Skålberg M. Hudson MJ. Iveson PB. Madic C. Cordier PY. Hill C. Francois N. Solvent Extr. Ion Exch.  1999,  17:  221 
    Search in Google Scholar
  • 38 Drew MGB. Iveson PB. Hudson MJ. Liljenzin J.-O. Spjuth L. Cordier PY. Enarsson Å. Hill C. Madic C. J. Chem. Soc., Dalton Trans.  2000,  821 
  • 39 Grigoriev MS. Den Auwer C. Madic C. Acta Crystallogr., Sect. C  2001,  57:  1141 
    Search in Google Scholar
  • 40 Berthet J.-C. Rivière C. Miquel Y. Nierlich M. Madic C. Ephritikhine M. Eur. J. Inorg. Chem.  2002,  1439 
  • 41 Drew MGB. Hudson MJ. Iveson PB. Russell ML. Liljenzin J.-O. Skålberg M. Spjuth L. Madic C.
    J. Chem. Soc., Dalton Trans.  1998,  2973 
  • 42a Case FH. Koft E. J. Am. Chem. Soc.  1959,  81:  905 
    Search in Google Scholar
  • 42b Forsberg JH. Spaziano VT. Klump SP. Sanders KM. J. Heterocycl. Chem.  1988,  25:  767 
    Search in Google Scholar
  • 42c Hudson MJ, Chan GYS, Madic C, and Baron P. inventors; GB  2296917A. 
  • 42d Drew MGB. Hudson MJ. Iveson PB. Russell ML. Madic C. Acta Crystallogr., Sect. C  1998,  54:  985 
    Search in Google Scholar
  • 43a Chan GYS. Drew MGB. Hudson MJ. Isaacs NS. Byers P. Polyhedron  1996,  15:  3385 
    Search in Google Scholar
  • 43b Drew MGB. Hudson MJ. Iveson PB. Madic C. Acta Crystallogr., Sect. C  2000,  56:  434 
    Search in Google Scholar
  • 44a Musikas C. Actinide-Lanthanide Group Separation Using Sulfur and Nitrogen Donor Extractants, In Proceedings of the International Symposium on Actinide/Lanthanide Separations   Honolulu; Hawaii (USA): 1984. 
  • 44b

    Madic C., Hudson M. J.; High-Level Liquid Waste Partitioning by Means of Completely Incinerable Extractants; Final Report, European Commission contract No. F12W-CT91-0112, EUR18038, 1998.

  • 45 Drew MGB. Hudson MJ. Iveson PB. Madic C. Russell ML. J. Chem. Soc., Dalton Trans.  2000,  2711 
  • 46 Boubals N. Drew MGB. Hill C. Hudson MJ. Iveson PB. Madic C. Russell ML. Youngs TGA. J. Chem. Soc., Dalton Trans.  2002,  55 
  • 47 Miguirditchian M. Guillaneux D. Guillaumont D. Moisy P. Madic C. Jensen MP. Nash KL. Inorg. Chem.  2005,  44:  1404 
    Search in Google Scholar
  • 48 Addison AW. Burke PJ. J. Heterocycl. Chem.  1981,  18:  803 
    Search in Google Scholar
  • 49 Drew MGB. Hill C. Hudson MJ. Iveson PB. Madic C. Vaillant L. Youngs TGA. New J. Chem.  2004,  28:  462 
    Search in Google Scholar
  • 50a Andersson S. Ekberg C. Foreman MRS. Hudson MJ. Liljenzin J.-O. Nilsson M. Skarnemark G. Spahiu K. Solvent Extr. Ion Exch.  2003,  21:  621 
    Search in Google Scholar
  • 50b Andersson S. Ekberg C. Liljenzin J.-O. Nilsson M. Skarnemark G. Radiochim. Acta  2004,  92:  863 
    Search in Google Scholar
  • 51 Wietzke R. Mazzanti M. Latour J.-M. Pécaut J. Cordier P.-Y. Madic C. Inorg. Chem.  1998,  37:  6690 
    Search in Google Scholar
  • 52 Ishimori K. Watanabe M. Kimura T. Yaita T. Yamada T. Kataoka Y. Shinoda S. Tsukube H. Chem. Lett.  2005,  34:  1112 
    Search in Google Scholar
  • 53 Wietzke R. Mazzanti M. Latour J.-M. Pécaut J. J. Chem. Soc., Dalton Trans.  2000,  4167 
  • 54 Natrajan L. Pécaut J. Mazzanti M. LeBrun C. Inorg. Chem.  2005,  44:  4756 
    Search in Google Scholar
  • 55 Bravard F. Rosset C. Delangle P. Dalton Trans.  2004,  2012 
  • 56 Denecke MA. Panak PJ. Burdet F. Weigl M. Geist A. Klenze R. Mazzanti M. Gompper K. C. R. Chim.  2007,  10:  872 
    Search in Google Scholar
  • 57a Watanabe M. Mirvaliev R. Tachimori S. Takeshita K. Nakano Y. Morikawa K. Mori R. Chem. Lett.  2002,  31:  1230 
    Search in Google Scholar
  • 57b Mirvaliev R. Watanabe M. Matsumura T. Tachimori S. Takeshita K. J. Nucl. Sci. Technol.  2004,  41:  1122 
    Search in Google Scholar
  • 58 Matsumura T. Takeshita K. In Separations for the Nuclear Fuel Cycle in the 21st Century   Vol. 933:  Lumetta GJ. Nash KL. Clark SB. Friese JI. American Chemical Society; Washington: 2006.  p.261-273  
    Search in Google Scholar
  • 59 Karmazin L. Mazzanti M. Gateau C. Hill C. Pécaut J. Chem. Commun.  2002,  2892 
  • 60a Wibaut JP. de Jonge AP. van der Voort HGP. Otto PhPHL. Recl. Trav. Chim. Pays-Bas  1951,  70:  1054 
    Search in Google Scholar
  • 60b Hannon MJ. Mayers PC. Taylor PC. Tetrahedron Lett.  1998,  39:  8509 
    Search in Google Scholar
  • 60c Jonas RT. Stack TDP. Inorg. Chem.  1998,  37:  6615 
    Search in Google Scholar
  • 61 Ishimori K. Watanabe M. Kimura T. Murata M. Nishihara H. J. Alloys Compd.  2006,  408-412:  1278 
    Search in Google Scholar
  • 62 Watanabe M. Nankawa T. Yamada T. Kimura T. Namiki K. Murata M. Nishihara H. Tachimori S. Inorg. Chem.  2003,  42:  6977 
    Search in Google Scholar
  • 63 Case FH. J. Heterocycl. Chem.  1971,  8:  1043 
    Search in Google Scholar
  • 64a Pabst GR. Sauer J. Tetrahedron Lett.  1998,  39:  6687 
    Search in Google Scholar
  • 64b Sauer J. Heldmann DK. Pabst GR. Eur. J. Org. Chem.  1999,  313 
  • 64c Pabst GR. Pfüller OC. Sauer J. Tetrahedron  1999,  55:  5047 
    Search in Google Scholar
  • 64d Pabst GR. Sauer J. Tetrahedron  1999,  55:  5067 
    Search in Google Scholar
  • 65 Kolarik Z. Müllich U. Gassner F. Solvent Extr. Ion Exch.  1999,  17:  23 
    Search in Google Scholar
  • 66 Weigl M. Müllich U. Geist A. Gompper K. Zevaco T. Stephan H. J. Radioanal. Nucl. Chem.  2003,  256:  403 
    Search in Google Scholar
  • 67 Kolarik Z. Müllich U. Gassner F. Solvent Extr. Ion Exch.  1999,  17:  1155 
    Search in Google Scholar
  • 68 Weigl M. Geist A. Müllich U. Gompper K. Solvent Extr. Ion Exch.  2006,  24:  845 
    Search in Google Scholar
  • 69 Drew MGB. Guillaneux D. Hudson MJ. Iveson PB. Madic C. Inorg. Chem. Commun.  2001,  4:  462 
    Search in Google Scholar
  • 70 Boucher C. Drew MGB. Giddings P. Harwood LM. Hudson MJ. Iveson PB. Madic C. Inorg. Chem. Commun.  2002,  5:  596 
    Search in Google Scholar
  • 71 Drew MGB. Hudson MJ. Iveson PB. Madic C. Russell ML. J. Chem. Soc., Dalton Trans.  1999,  2433 
  • 72 Drew MGB. Guillaneux D. Hudson MJ. Iveson PB. Russell ML. Madic C. Inorg. Chem. Commun.  2001,  4:  12 
    Search in Google Scholar
  • 73a Iveson PB. Rivière C. Guillaneux D. Nierlich M. Thuéry P. Ephritikhine M. Madic C. Chem. Commun.  2001,  1512 
  • 73b Berthet J.-C. Miquel Y. Iveson PB. Nierlich M. Thuéry P. Madic C. Ephritikhine M. J. Chem. Soc., Dalton Trans.  2002,  3265 
  • 74 Benay G. Schurhammer R. Desaphy J. Wipff G. New J. Chem.  2011,  35:  184 
    Search in Google Scholar
  • 75a Colette S. Amekraz B. Madic C. Berthon L. Cote G. Moulin C. Inorg. Chem.  2002,  41:  7031 
    Search in Google Scholar
  • 75b Colette S. Amekraz B. Madic C. Berthon L. Cote G. Moulin C. Inorg. Chem.  2003,  42:  2215 
    Search in Google Scholar
  • 75c Colette S. Amekraz B. Madic C. Berthon L. Cote G. Moulin C. Inorg. Chem.  2004,  43:  6745 
    Search in Google Scholar
  • 75d Steppert M. Walther C. Geist A. Fanghänel T. New J. Chem.  2009,  33:  2437 
    Search in Google Scholar
  • 76a Denecke MA. Rossberg A. Panak PJ. Weigl M. Schimmelpfennig B. Geist A. Inorg. Chem.  2005,  44:  8418 
    Search in Google Scholar
  • 76b Miguirditchian M. Guillaneux D. Francois N. Airvault S. Ducros S. Thauvin D. Madic C. Illemassène M. Lagarde G. Krupa J.-C. Nucl. Sci. Eng.  2006,  153:  223 
    Search in Google Scholar
  • 76c Trumm S. Panak PJ. Geist A. Fanghänel T. Eur. J. Inorg. Chem.  2010,  3022 
  • 76d Banik NL. Schimmelpfennig B. Marquardt CM. Brendebach B. Geist A. Denecke MA. Dalton Trans.  2010,  39:  5117 
    Search in Google Scholar
  • 77 Berthet J.-C. Thuéry P. Dognon J.-P. Guillaneux D. Ephritikhine M. Inorg. Chem.  2008,  47:  6850 
    Search in Google Scholar
  • 78 Ionova G. Rabbe C. Guillaumont R. Ionov S. Madic C. Krupa J.-C. Guillaneux D. New J. Chem.  2002,  26:  234 
    Search in Google Scholar
  • 79 Benay G. Schurhammer R. Wipff G. Phys. Chem. Chem. Phys.  2010,  12:  11089 
    Search in Google Scholar
  • 80a Chevrot G. Schurhammer R. Wipff G. Phys. Chem. Chem. Phys.  2007,  9:  1991 
    Search in Google Scholar
  • 80b Chevrot G. Schurhammer R. Wipff G. Phys. Chem. Chem. Phys.  2007,  9:  5928 
    Search in Google Scholar
  • 81a Madic C. Hudson MJ. Liljenzin J.-O. Glatz J.-P. Nannicini R. Facchini A. Kolarik Z. Odoj R. Prog. Nucl. Energy  2002,  40:  523 
    Search in Google Scholar
  • 81b Madic C. Boullis B. Baron P. Testard F. Hudson MJ. Liljenzin J.-O. Christiansen B. Ferrando M. Facchini A. Geist A. Modolo G. Espartero AG. De Mendoza J. J. Alloys Compd.  2007,  444-445:  23 
    Search in Google Scholar
  • 82a Wei Y.-Z. Hoshi H. Kumagai M. Asakura T. Morita Y. J. Alloys Compd.  2004,  374:  447 
    Search in Google Scholar
  • 82b Bhattacharyya A. Mohapatra PK. Roy A. Gadly T. Ghosh SK. Manchanda VK. Hydrometallurgy  2009,  99:  18 
    Search in Google Scholar
  • 83a Madic C. Hudson MJ. Liljenzin J.-O. Glatz J.-P. Nannicini R. Facchini A. Kolarik Z. Odoj R. New Partitioning Techniques for Minor Actinides  EUR19149EN; European Commission; Luxembourg: 2000. 
  • 83b Hill C. Guillaneux D. Berthon L. Madic C. J. Nucl. Sci. Technol.  2002,  Suppl. 3:  309 
    Search in Google Scholar
  • 84 Nilsson M. Andersson S. Ekberg C. Foreman MRS. Hudson MJ. Skarnemark G. Radiochim. Acta  2006,  94:  103 
    Search in Google Scholar
  • 85 Hudson MJ. Foreman MRSt. J. Hill C. Huet N. Madic C. Solvent Extr. Ion Exch.  2003,  21:  637 
    Search in Google Scholar
  • 86 Case FH. J. Org. Chem.  1965,  30:  931 
    Search in Google Scholar
  • 87a Fife WK. J. Org. Chem.  1983,  48:  1375 
    Search in Google Scholar
  • 87b Norrby T. Börje A. Zhang L. Åkermark B. Acta Chem. Scand.  1998,  52:  77 
    Search in Google Scholar
  • 88 Hudson MJ. Drew MGB. Foreman MRSt. J. Hill C. Huet N. Madic C. Youngs TGA. Dalton Trans.  2003,  1675 
  • 89 Krejzler J. Narbutt J. Foreman MRSt. J. Hudson MJ. Casensky B. Madic C. Czech. J. Phys.  2006,  56:  D459 
    Search in Google Scholar
  • 90 Girnt D. Roesky PW. Geist A. Ruff CM. Panak PJ. Denecke MA. Inorg. Chem.  2010,  49:  9627 
    Search in Google Scholar
  • 91 Drew MGB. Foreman MRSt. J. Geist A. Hudson MJ. Marken F. Norman V. Weigl M. Polyhedron  2006,  25:  888 
    Search in Google Scholar
  • 92 Drew MGB. Hill C. Hudson MJ. Iveson PB. Madic C. Youngs TGA. Dalton Trans.  2004,  244 
  • 93a Zhang D. Dufek EJ. Clennan EL. J. Org. Chem.  2006,  71:  315 
    Search in Google Scholar
  • 93b Zhang D. Telo JP. Liao C. Hightower SE. Clennan EL. J. Phys. Chem. A  2007,  111:  13567 
    Search in Google Scholar
  • 94a Baxter PNW. Connor JA. Schweizer WB. Wallis JD. J. Chem. Soc., Dalton Trans.  1992,  3015 
  • 94b Mukkala V.-M. Kwiatkowski M. Kankare J. Takalo H. Helv. Chim. Acta  1993,  76:  893 
    Search in Google Scholar
  • 94c Donnici CL. Filho DHM. Moreira LLC. Teixeira dos Reis G. Cordeiro ES. Ferreira de Oliveira IM. Carvalho S. Paniago EB. J. Braz. Chem. Soc.  1998,  9:  455 
    Search in Google Scholar
  • 95 Drew MGB. Foreman MRSJ. Hill C. Hudson MJ. Madic C. Inorg. Chem. Commun.  2005,  8:  239 
    Search in Google Scholar
  • 96 Narbutt J. Krejzler J. Radiochim. Acta  2008,  96:  219 
    Search in Google Scholar
  • 97 Foreman MRS. Hudson MJ. Drew MGB. Hill C. Madic C. Dalton Trans.  2006,  1645 
  • 98 Hubscher-Bruder V. Haddaoui J. Bouhroum S. Arnaud-Neu F. Inorg. Chem.  2010,  49:  1363 
    Search in Google Scholar
  • 99 Retegan T. Berthon L. Ekberg C. Fermvik A. Skarnemark G. Zorz N. Solvent Extr. Ion Exch.  2009,  27:  663 
    Search in Google Scholar
  • 100a Foreman MRSt. J. Hudson MJ. Geist A. Madic C. Weigl M. Solvent Extr. Ion Exch.  2005,  23:  645 
    Search in Google Scholar
  • 100b Nilsson M. Andersson S. Drouet F. Ekberg C. Foreman M. Hudson M. Liljenzin J.-O. Magnusson D. Skarnemark G. Solvent Extr. Ion Exch.  2006,  24:  299 
    Search in Google Scholar
  • 101 Nilsson M. Ekberg C. Foreman M. Hudson M. Liljenzin J.-O. Modolo G. Skarnemark G. Solvent Extr. Ion Exch.  2006,  24:  823 
    Search in Google Scholar
  • 102 Retegan T. Ekberg C. Dubois I. Fermvik A. Skarnemark G. Wass TJ. Solvent Extr. Ion Exch.  2007,  25:  417 
    Search in Google Scholar
  • 103 Ekberg C. Dubois I. Fermvik A. Retegan T. Skarnemark G. Drew MGB. Foreman MRS. Hudson MJ. Solvent Extr. Ion Exch.  2007,  25:  603 
    Search in Google Scholar
  • 104 Geist A. Hill C. Modolo G. Foreman MRSt. J. Weigl M. Gompper K. Hudson MJ. Madic C. Solvent Extr. Ion Exch.  2006,  24:  463 
    Search in Google Scholar
  • 105 Magnusson D. Christiansen B. Glatz J.-P. Malmbeck R. Modolo G. Serrano-Purroy D. Sorel C. Radiochim. Acta  2009,  97:  155 
    Search in Google Scholar
  • 106a Malmbeck R. Magnusson D. Glatz J.-P. paper 1937, In Proceedings of Global 2009   Paris: 2009. 
  • 106b Magnusson D. Christiansen B. Foreman MRS. Geist A. Glatz J.-P. Malmbeck R. Modolo G. Serrano-Purroy D. Sorel C. Solvent Extr. Ion Exch.  2009,  27:  97 
    Search in Google Scholar
  • 107 Aneheim E. Ekberg C. Fermvik A. Foreman MRSt. J. Retegan T. Skarnemark G. Solvent Extr. Ion Exch.  2010,  28:  437 
    Search in Google Scholar
  • 108 Berthet J.-C. Thuéry P. Foreman MRS. Ephritikhine M. Radiochim. Acta  2008,  96:  189 
    Search in Google Scholar
  • 109a Berthet J.-C. Siffredi G. Thuéry P. Ephritikhine M. Dalton Trans.  2009,  3478 
  • 109b Berthet J.-C. Maynadié J. Thuéry P. Ephritikhine M. Dalton Trans.  2010,  39:  6801 
    Search in Google Scholar
  • 110 Trumm S. Lieser G. Foreman MRSJ. Panak PJ. Geist A. Fanghänel T. Dalton Trans.  2010,  39:  923 
    Search in Google Scholar
  • 111 Benay G. Schurhammer R. Wipff G. Phys. Chem. Chem. Phys.  2011,  13:  2922 
    Search in Google Scholar
  • 112 Lewis FW. Harwood LM. Hudson MJ. Drew MGB. Modolo G. Sypula M. Desreux JF. Bouslimani N. Vidick G. Dalton Trans.  2010,  39:  5172 
    Search in Google Scholar
  • 113 Lewis FW. Harwood LM. Hudson MJ. Drew MGB. Desreux JF. Vidick G. Bouslimani N. Modolo G. Wilden A. Sypula M. Vu T.-H. Simonin J.-P. J. Am. Chem. Soc.  2011,  133:  13093 
    Search in Google Scholar
  • 114a Mincher BJ. Modolo G. Mezyk SP. Solvent Extr. Ion Exch.  2009,  27:  1 
    Search in Google Scholar
  • 114b Mincher BJ. Modolo G. Mezyk SP. Solvent Extr. Ion Exch.  2009,  27:  331 
    Search in Google Scholar
  • 114c Mincher BJ. Modolo G. Mezyk SP. Solvent Extr. Ion Exch.  2009,  27:  579 
    Search in Google Scholar
  • 114d Mincher BJ. Modolo G. Mezyk SP. Solvent Extr. Ion Exch.  2010,  28:  415 
    Search in Google Scholar
  • 115 Buxton GV. Greenstock CL. Helman WP. Ross AB. J. Phys. Chem. Ref. Data  1988,  17:  513 
    Search in Google Scholar
  • 116 Spinks JWT. Woods RJ. An Introduction to Radiation Chemistry   3rd ed.:  John Wiley and Sons; New York: 1990. 
    Search in Google Scholar
  • 117 Fermvik A. Berthon L. Ekberg C. Englund S. Retegan T. Zorz N. Dalton Trans.  2009,  6421 
  • 118 Hudson MJ. Boucher CE. Braekers D. Desreux JF. Drew MGB. Foreman MRSt. J. Harwood LM. Hill C. Madic C. Marken F. Youngs TGA. New J. Chem.  2006,  30:  1171 
    Search in Google Scholar
  • 119 Ekberg C. Aneheim E. Fermvik A. Foreman M. Löfström-Engdahl E. Retegan T. Spendlikova I. J. Chem. Eng. Data  2010,  55:  5133 
    Search in Google Scholar
  • 120 Retegan T. Ekberg C. Englund S. Fermvik A. Foreman MRS. Skarnemark G. Radiochim. Acta  2007,  95:  637 
    Search in Google Scholar
  • 121 Fermvik A. Ekberg C. Englund S. Foreman MRSJ. Modolo G. Retegan T. Skarnemark G. Radiochim. Acta  2009,  97:  319 
    Search in Google Scholar
  • 122 Magnusson D. Christiansen B. Malmbeck R. Glatz J.-P. Radiochim. Acta  2009,  97:  497 
    Search in Google Scholar
  • 123a Coffman DD. Jenner EL. Lipscomb RD. J. Am. Chem. Soc.  1958,  80:  2864 
    Search in Google Scholar
  • 123b Bremner DH. Mitchell SR. Staines H. Ultrason. Sonochem.  1996,  3:  47 
    Search in Google Scholar
  • 123c Bremner DH. Burgess AE. Li F.-B. Green Chem.  2001,  3:  126 
    Search in Google Scholar
  • 124a Jones P. Villeneuve GB. Fei C. DeMarte J. Haggarty AJ. Nwe KT. Martin DA. Lebuis A.-M. Finkelstein JM. Gour-Salin BJ. Chan TH. Leyland-Jones BR. J. Med. Chem.  1998,  41:  3062 
    Search in Google Scholar
  • 124b Kikuchi K. Hibi S. Yoshimura H. Tokuhara N. Tai K. Hida T. Yamauchi T. Nagai M. J. Med. Chem.  2000,  43:  409 
    Search in Google Scholar
  • 125 Lewis FW, Harwood LM, and Hudson MJ. inventors; WO 2011077081  A1. 
  • 126 For a similar reaction, see: Ibarzo J. Ortuña RM. Tetrahedron  1994,  50:  9825 
    Search in Google Scholar
127

The ligands CyMe4-BTP (74), CyMe4-BTBP (107), and CyMe4-BTPhen (110) and precursors are produced by Technocomm UK, www.technocomm.co.uk.