Enthalpy/entropy compensation in the melting of thermotropic nitrogen-containing chelating ligands and their lanthanide complexes: Successes and failures

European Journal of Inorganic Chemistry

Volumn , Issue 18, 2010, Pages 2746-2759

  Escande, Aude ^a,b   Guénée, Laure ^b   Terazzi, Emmanuel ^b   Jensen, Thomas B ^b   Nozary, Homayoun ^b   Piguet, Claude ^b  

^a UNIVERSITÉ DE RENNES 1   (France)

^b UNIVERSITY OF GENEVA   (Switzerland)

Author keywords

Lanthanides; Liquid crystals; Polycatenar compounds; Thermodynamics; Thermotropic behavior

Indexed keywords

CHELATION; ENTHALPY; LIGANDS; MELTING; NITROGEN; RARE EARTH ELEMENTS;

CHELATING LIGANDS; CLEARING TEMPERATURE; ENTHALPY-ENTROPY COMPENSATION; LANTHANIDES COMPLEXES; LIQUID CRYSTALLINE; LIQUID-CRYSTALS; POLYCATENAR; POLYCATENAR COMPOUND; THERMOTROPIC BEHAVIOR; THERMOTROPICS;

LIQUID CRYSTALS;

EID: 77953852851     PISSN: 14341948     EISSN: 10990682     Source Type: Journal    
DOI: 10.1002/ejic.200901190     Document Type: Article

References (111)

1. a) A. M. Giroud-Godquin, P. M. Maitlis, Angew. Chem. Int. Ed. Engl. 1991, 30, 375-402;
2. b) D. W Bruce, J. Chem. Soc, Dalton Trans. 1993, 2983-2989;
3. c) S. A. Hudson, P. M, Maitlis, Chem. Rev. 1993, 93, 861-885;
4. d) J. L. Serrano, Metallomesogens, Synthesis Properties and Applications, VCH, Weinheim, 1996;
5. e) B. Donnio, D. W Bruce, Struct. Bonding (Berlin) 1999, 95, 194-247;
6. f) B. Donnio, D. Guillon, R. Deschenaux, D.W. Bruce, in: Comprehensive Coordination Chemistry (Eds.: J A. McCleverty, T. J Meyer), Elsevier, Oxford, UK, 2003, vol. 7, ch. 79;
7. g) R. W Date, E. Fernandez Iglesias, K. E. Rowe, J M. Elliott, D.W. Bruce, Dalton Trans. 2003, 1914-1931.
8. a) K. Binnemans, C. Görller-Walrand, Chem. Rev. 2002, 102, 2303-2346;
9. b) E. Terazzi, S. Suarez, S. Torelli, H. Nozary, D. Imbert, O. Mamula, J.-P. Rivera, E. Guillet, J.-M. Bénech, G. Bernardinelli, R. Scopelliti, B. Donnio, D. Guillon, J.-C. G. Bünzli, C. Piguet, Adv. Funct. Mater. 2006, 16, 157-168;
10. c) C. Piguet, J.-C. G. Bünzli, B. Donnio, D. Guillon, Chem. Commun. 2006, 3755-3768.
11. a) I. V. Ovchinnikov, Y G. Galyametdinov, G. I. Ivanova, L. M. Yagiarova, Dokl. Akad. Nauk SSSR 1984, 276, 126-128;
12. b) Y. G. Galyametdinov, I. V. Ovchinnikov, B. M. Bolotin, N. B. Etingen, G. I. Ivanova, L. M. Yagarova, Izv. Akad. Nauk SSSR, Ser. Khim. 1984, 2379-2381;
13. c) Y. G. Galyametdinov, D. Z. Zakieva, I. V. Ovchinnikov, Izv. Akad Nauk SSSR Ser. Khim. 1986, 491;
14. d) I.V. Ovchinnikov, l. G. Galyametdinov, I. G. Bikchantaev, Izv. Akad. Nauk SSSR Ser. Fiz. 1989, 53, 1870-1879;
15. e) R. M. Galimov, I. G. Bikchantaev, I. V. Ovchinnikov, Zh. Strukt. Khim. 1989, 30, 65-69;
16. f) Y. G. Galyametdinov, M. A. Atlianassopoulou, K. Griesar, O. Kharitonova, E. A. Soto Bustamante, L. Tinchurina, I. V. Ovchinnikov, W Haase, Chem. Mater. 1996, 8, 922-926;
17. g) K. Binnemans, Y. G. Galyametdinov, S. R. Collinson, D. W. Bruce, J. Mater. Chem. 1.998, 8, 1551-1553;
18. h) K. Binnemans, Y. G. Galyametdinov, R. Van Deun, D. W. Bruce, S. R. Collinson, A. P. Polishchuk, I. .Bikchantaev, W. Haase, A. V. Prosvirin, L. Tinchurina, U. Litvínov, A. Gubajdullin, A. Rakhmatullin, K. Uytterhoeven, L. Van Meervelt, J. Am. Chem. Soc 2000, 122, 4335-4344;
19. i) R. van Deun, K. Binnemans, Liq. Cryst. 2001, 28, 621-627;
20. Y. G. Galyametdinov, W. Haase, L. Malykhina, A. Prosvirin, I. Bikchantaev, A. Rakhmatullin, K. Binnemans.Synthesis, mesomorphism, and unusual magnetic behaviour of lanthanide complexes with perfluoi mated counterions Chemistry - A European Journal 7(1),2001,pp:99-105.
21. k) K. Binnemans, D. Moors, T. N. Parac-Vogt, R. van Deun, D. Hinz-Hübner, G. Meyer, Liq. Cryst. 2002, 29, 1209-1216;
22. N. V. Rao, M. K. Paul, T. R. Rao, A. Prasad, Liq. Cryst. 2002, 29, 1243-1246;
23. m) L. Van Meervelt, K. Uytterhoeven, R. van Deun, K. Binnemans, Z. Kristallogr. NCS 2003, 218, 488-490.
24. a) C. Piechocki, J. Simon, J. J. André, D. Guillon, P. Petit, A. Skoulios, P. Weber, Chem. Phys. Lett. 1985, 122, 124-128;
25. b) T. Komatsu, K. Ohta, T. Fujimoto, I. Yamamoto, J. Mater. Chem. 1994, 4, 533-536;
26. c) T. Ťoupance, P. Bassoul, L. Mineau, J Simon, J. Phys. Chem. 1996, 100, 11704-11710;
27. d) H. Miwa, N. Kobayashi, K. Ban, K. Ohta, Bull. Chem. Soc Jpn. 1999, 72, 2719-2728;
28. e) K. Ban, K. Nishizawa, K. Ohta, A. van de Craats, J. M.. Warman, I. Yamamoto, H. Shirai, J. Mater. Chem. 2001, 11, 321-331;
29. f) J. Sleven, C. Görller-Walrand, K. Binnemans, Mater. Sci Eng. C 2001, C18, 229-238;
30. g) F. Maeda, K. Hatsusaka, K. Ohta, M. Kimura, J. Mater. Chem. 2003, 13, 243-251;
31. h) K. Binnemans, J. Sleven, S. De Feyter, F. C. De Schryver, B. Donnio, D. Guillon, Chem. Mater. 2003, 15, 3930-3938.
32. a.) F. Martin, S. R. Collinson, D. W. Bruce, Liq. Cryst. 2000, 27, 859-863;
33. b) S. Clark, J. M. Elliot, J. R. Chipperfield, P. M. Styring, E. Sinn, Inorg. Chem. Commun. 2002, 5, 249-251;
34. c) J M. Elliott, J. R. Chipperfield, S. Clark, S. J. Teat, E. Sinn, Inorg. Chem. 2002, 41, 293-299;
35. d) J. L. Sessler, W. B. Callaway, S. P. Dudek, R. W. Date, D. W Bruce, Inorg. Chem. 2004, 43, 6650-6653;
36. e) I. Aiello, M. Ghedini, A. Grisolia, D. Pucci, O. Francescangeli, Liq. Cryst. 2005, 32, 763-769;
37. f) T. Cardinaels, J Ramaekers, D. Guillon, B. Donnio, K. Binnemans, J. Am. Chem. Soc. 2005, 127, 17602-17603;
38. g) T. Cardinaels, K. Driesen, T. N. Parac-Vogt, B. Heinrich, C Bourgogne, D. Guillon, B. Donnio, K. Binnemans, Chem. Mater. 2005, 17, 6589-6598;
39. h) J. L. Sessler, P. J. Melfi, E. Tomat, W Callaway, M. T. Huggins, P. L. Gordon, K. D. Webster, R. W Date, D.W. Bruce, B. Donnio, .J. Alloys Compd. 2006, 418, 171-177;
40. i) K. Binnemans, K. Lodewyckx, T. Cardinaels, T. N. Parac-Vogt, C. Bourgogne, D. Guillon, B. Donnio, Eur. J. Inorg. Chem. 2006, 150-157;
41. j) T. Cardinaels, J Ramaekers, P. Nockemann, K. Driesen, K. Van Hecke, L. Van Meervelt, S. Lei, S. De Feyter, D. Guillon, B. Donnio, K. Binnemans, Chem. Mater. 2008, 20, 1278-1291.
42. a) B. Donnio, D. Guillon, Adv. Polym. Sci 2006, 201, 45-155;
43. b) R. Deschenaux, B. Donnio, D. Guillon, New J. Chem. 2007, 31, 1064-1073;
44. c) B. Donnio, S. Buatliong, I. Bury, D. Guillon, Chem. Soc. Rev. 2007, 36, 1495-1513;
45. d) E. Terazzi, B. Bocquet, S. Campidelli, B. Donnio, D. Guillon, R. Deschenaux, C Piguet, Chem. Commun. 2006, 2922-2924;
46. e) T. B. Jensen, E. Terazzi, B. Donnio, D. Guillon, C Piguet, Chem. Commun. 2008, 181-183.
47. a) B. Donnio, K. E. Rowe, C P. Roll, D. W. Bruce, Mol. Cryst. Liq. Cryst. 1999, 332, 383-390;
48. b) D. Guillon, Struct. Bonding (Berlin) 1999, 95, 41-82;
49. c) D. W Bruce, Acc. Chem. Res. 2000, 33, 831-840;
50. d) C. Tschierske, J. Mater. Chem. 2001, 11, 2647-2671;
51. e) J.-F. Eckert, U. Maciejczuk, D. Guillon, J.-F. Nierengarten, Chem. Commun. 2001, 1278-1279;
52. f) M, Ogura, H. Miyoshi, S. P. Naik, T. Okubo, J. Am. Chem. Soc. 2004, 126, 10937-10944;
53. g) T. Cardinaels, K. Driesen, T. N. Parac-Vogt, B. Heinrich, C. Bourgogne, D. Guillon, B. Donnio, K. Binnemans, Chem. Mater. 2005, 17, 6589-6598;
54. h) C. Tschierske, Chem. Soc Rev. 2007, 36, 1930-1970.
55. C. T. Imrie, P. A. Henderson, Chem. Soc. Rev. 2007, 36, 20962124.
56. a) D. Guillon, A. Skoulios, J. Phys. 1976, 37, 797-800;
57. b) A. Skoulios, D. Guillon, Mol. Cryst. Liq. Cryst. 1988, 165, 317332.
58. H. Nozary, C. Piguet, P. Tissot, G. Bernardinelli, J.-C. G. Bünzli, R. Deschenaux, D. Guillon, J. Am. Chem. Soc. 1998, 120, 12274-12288.
59. a) M. S. Searle, D. H. Williams, J. Am. Chem. Soc. 1992, 114, 10690-10697;
60. b) M. S. Searle, M. S. Westwell, D. H. Williams, J. Chem. Soc. Perkin Trans. 2 1995, 141-151;
61. c) D. H. Williams, D. P. O'Brien, B. Bardsley, J. Am. Chem. Soc. 2001, 123, 737738.
62. A. A. Levchenko, C. K. Yee, A.N. Parikh, A. Navrotsky, Chem. Mater. 2005, 17, 5428-5438.
63. D. M. Ford, J. Am. Chem. Soc. 2005, 127, 16167-16170.
64. a) P. W. Atkins, Physical Chemistry, 5th ed., Oxford University Press, Oxford, 1994, p. 773;
65. b) G. Karlström, B. Jönsson, Intermolecular Interactions, 2005, http://www.teokem.lu.se/.
66. a.) C. A. Hunter, J K. M. Sanders, J. Am. Chem. Soc. 1990, 112, 5525-5534;
67. b) C. A. Hunter, Chem. Soc. Rev. 1994, 23, 101-109;
68. c) S. J. Cantrill, A. R. Pease, J. F. Stoddart, J. Chem. Soc, Dalton Trans. 2000, 3715-3734;
69. d) S. L. Cockroft, C. A. Hunter, K. R. Lawson, J. Perkins, C. J. Urch, J. Am. Chem. Soc. 2005, 127, 8594-8595;
70. e) S. L. Cockroft, J Perkins, C. Zonta, H. Adams, S. E. Spey, C M. R. Low, J. G. Vinter, K. R. Lawson, C. J. Urch, C A. Hunter, Org. Biomol. Chem. 2007, 5, 1062-1080;
71. f) S. Grimme, Angew. Chem. Int. Ed. 2008, 47, 3430-3434;
72. g) J. K. Klosterman, Y. Yamauchi, M. Fujita, Chem. Soc. Rev. 2009, 38, 1714-1725.
73. K. E. Rowe, D. W. Bruce, J. Mater. Chem. 1998, 8, 331-341.
74. H. Nozary, C Piguet, J.-P. Rivera, P. Tissot, R.-Y. Morgantini, J. Weber, G. Bernardinelli, J-C G. Bünzli, R. Deschenaux, B. Donnio, D. Guillon, Chem. Mater. 2002, 14, 1075-1090.
75. H. Nozary, C Piguet, J.-P. Rivera, P. Tissot, G. Bernardinelli, N. Vulliermet, J. Weber, J.-C. G. Bünzli, Inorg. Chem. 2000, 39, 5286-5298.
76. E. Terazzi, S. Torelli, G. Bernardinelli, J.-P. Rivera, J.-M. Bénech, C. Bourgogne, B. Donnio, D. Guillon, D. Imbert, J.C. G. Bünzli, A. Pinto, D. Jeannerat, C. Piguet, J. Am. Chem. Soc. 2005, 127, 888-903.
77. A. Escande, L. Guénée, H. Nozary, G. Bernardinelli, F. Gumy, A. Aebischer, J.-C. G. Bünzli, B. Donnio, D. Guillon, C Piguet, Chem. Eur. J. 2007, 13, 8696-8713.
78. E. Terazzi, L. Guénée, P.-Y. Morgantini, G. Bernardinelli, B. Donnio, D. Guillon, C. Piguet, Chem. Eur. J. 2007, 13, 16741691.
79. a) J. P. Bedel, H. T. Nguyen, J. C. Rouillon, J P. Marcerou, G. Sigaud, P. Barois, Mol. Cryst. Liq. Cryst. 1999, 332, 163-171;
80. b) H. T. Nguyen, J. C. Rouillon, J. P. Marcerou, J. P. Bedel, P. Barois, S. Sarmento, Mol. Cryst. Liq. Cryst. 1999, 328, 177-184;
81. c) J. P. Bedel, J. C. Rouillon, J. P. .Marcerou, M. Laguerre, H. T. Nguyen, M. F. Achard, Liq. Cryst. 2000, 27, 1411-1421;
82. d) J P. Bedel, J. C. Rouillon, J. P. Marcerou, M. Laguerre, M. F. Achard, H. T. Nguyen, Liq. Cryst. 2000, 27, 103-113;
83. e) J. P. Bedel, J. C. Rouillon, J. P. Marcerou, M. Laguerre, H. T. Nguyen, M. F. Achard, Liq. Cryst. 2001, 28, 1285-1292.
84. p -∞ See:
85. a) P. W. Atkins, Physical Chemistry, 5th ed., Oxford. University Press, Oxford, 1994, p. 200;
86. b) G. J M. Koper, C. B. Minkenberg, I. S. Upton, J. H. van Esch, E. J. R. Sudhölter, J. Phys. Chem. B 2009, 113, 15597-15601, for the definition, and use of the Ehrenfest classification, of phase transitions.
87. A. Escande, L. Guénée, K.-L. Bucliwalder, C Piguet, Inorg. Chem. 2009, 48, 1132-1147.
88. a) L. R. Snyder, J. Chromatogr. 1974, 92, 223-230;
89. b) L. R. Snyder, J. Chromatogr. Science 1978, 16, 223-234.
90. a) G. R. Choppin, in: Lanthanide Probes in Life, Chemical and Earth Sciences (Eds.: J.-C. G. Bünzli, G. R. Choppin), Elsevier, Amsterdam, 1989, chapter 1;
91. b) C Piguet, J.-C. G. Bünzli, Chem. Soc. Rev. 1999, 28, 347-358;
92. c) J.-C. G. Bünzli, C. Piguet, Chem. Rev. 2002, 102, 1897-1928.
93. a) A. Einstein, Ann. Phys. 1906, 19, 289-306;
94. b) A. Einstein, Ann. Phys. 1906, 19, 371-381;
95. c) M. Sharma, S. Yashonath, J. Phys. Chem. B 2006, 110, 17207-17211.
96. A. Macchioni, G. Ciancaleoni, C. Zuccaccia, D. Zuccaccia, Chem. Soc. Rev. 2008, 37, 479-489, and references cited therein.
97. a) P. Stilbs, Prog. NMR Spectrosc 1986, 19, 1-45;
98. b) A.-R. Waldeck, P. W. Kuchel, A. J. Lennon, B. E. Chapman, Prog. NMR Spectrosc. 1997, 30, 39-68;
99. c) P. S. Pregosin, E. Martinez-Viviente, P. G. A. Kumar, Dalton Trans. 2003, 4007-4014;
100. d) A. Pastor, E. Martinez-Viviente, Coord, Chem. Rev. 2008, 252, 2314-2345;
101. e) D. Li, G. Kagan, R. Hopson, P. G. Williard, J. Am. Chem. Soc. 2009, 131, 5627-5634;
102. f) S. Augé, P.-O. Sclimit, C. A. Crutchfield, M. T. Islam, D. J. Harris, E. Durand, M. Clemancey, A.-A. Quoineaud, J.-M. Lancelin, Y. Prigent,' F. Taulelle, M.-A. Delsuc, J. Phys. Chem. B 2009, 113, 1914-1918.
103. a) C Piguet, J.-C. G. Bünzli, G. Bernardinelli, C G. Bochet, P. Froidevaux, J. Chem. Soc, Dalton Trans. 1995, 83-97;
104. b) C. Piguet, J.-C. G. Bünzli, G. Bernardinelli, G. Hopfgartner, S. Petoud, O. Schaad, J. Am. Chem. Soc. 1996, 118, 6681-6697.
105. E. R. Malinowski, D. G. Howery, Factor Analysis in Chemistry, Wiley, New York, 1980.
106. a) H. Gampp, M. Maeder, C. J. Meyer, A. Zuberbühler, Talanta 1985, 32, 1133-1139;
107. b) H. Gampp, M. Maeder, C. J. Meyer , A. Zuberbühler, Talanta 1986, 33, 943-951.
108. M. Frechette, C Bensimon, Inorg. Chem. 1995, 34, 3520-3527.
109. J. F. Desreux, in: Lanthanide Probes in Life, Chemical and Earth Sciences (Eds.: J.-C. G. Bünzli, G. R. Choppin), Elsevier, Amsterdam, 1989, chapter 2.
110. G. Schwarzenbach, Complexometric Titrations, Chapman & Hall, London, 1957 p. 8.
111. D. Wu, A. Chen, C. S. Johnson Jr., J. Magn. Reson. A 1995, 115, 260-264.