Theoretical and spectroscopic studies of lanthanum (III) complex of 5-aminoorotic acid

Chemical Physics

Volumn 327, Issue 2-3, 2006, Pages 494-505

  Kostova, Irena ^a   Peica, Niculina ^b   Kiefer, Wolfgang ^b  

^a MEDICAL UNIVERSITY OF SOFIA   (Bulgaria)

^b UNIVERSITY OF WÜRZBURG   (Germany)

Author keywords

5 Aminoorotic acid; DFT calculations; IR; La(III) complex; NMR; Raman

Indexed keywords

EID: 33748106663     PISSN: 03010104     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.chemphys.2006.05.029     Document Type: Article

References (120)

1. Ruf M., Weiss K., and Vahrenkamp H. Inorg. Chem. 36 (1997) 2130
2. Mutikainen I., Hämäläinen R., Klinga M., Orama O., and Turpeinen U. Acta Crystallogr., Sect. C 52 (1996) 2480
3. Hartmann U., Gregorzik R., and Vahrenkamp H. Chem. Ber. 127 (1994) 2123
4. Kumberger O., Riede J., and Schmidbaur H. Z Naturforsch., Teil B 48 (1993) 961
5. Kumberger O., Riede J., and Schmidbaur H. Chem. Ber. 124 (1991) 2739
6. Mutikainen I. Inorg. Chim. Acta 136 (1987) 155
7. Mutikainen I. Recl. Trav. Chim. Pays-Bas 106 (1987) 438
8. Mutikainen I. Finn. Chem. Lett. 3-4 (1985) 193
9. Arrizabalaga P., Castan P., and Laurent J.-P. J. Inorg. Biochem. 20 (1984) 215
10. Arrizabalaga P., Castan P., and Laurent J.-P. Inorg. Chim. Acta 92 (1984) 203
11. Arrizabalaga P., Castan P., and Laurent J.-P. J. Am. Chem. Soc. 106 (1984) 4814
12. Dodin G., and Dubois J.-E. J. Am. Chem. Soc. 102 (1980) 3049
13. Mutikainen I., and Lumme P. Acta Crystallogr., Sect. B 36 (1980) 2233
14. Sabat M., Zglinska D., and Jezowska-Trzebiatowska B. Acta Crystallogr., Sect. B 36 (1980) 1187
15. Leberman J., Kornberg A., and Simms E.S. J. Biol. Chem. 215 (1955) 403
16. Lehninger A. Principles of Biochemistry (1970), Worth Publishers Inc., New York p. 661
17. Victor J., Greenberg L.B., and Sloan D.L. J. Biol. Chem. 254 (1979) 2647
18. Schmidbaur H., Classen H.-G., and Helbig J. Angew. Chem., Int. Ed. Engl. 29 (1990) 1090
19. Matsumoto K. Inorg. Chim. Acta 151 (1988) 9
20. Shugar D., and Fox J.J. Biochim. Biophys. Acta 9 (1952) 199
21. Mentzafos D., Katzaros N., and Terzis A. Acta Crystallogr., Sect. C 43 (1987) 1905
22. Kumberger O., Riede J., and Schmidbaur H. Z. Naturforsch., Teil B 48 (1993) 961
23. Bach I., Kumberger O., and Schmidbaur H. Chem. Ber. 123 (1990) 2267
24. Burrows A.D., Chan C.-W., Chowdhry M.M., McGrady J.E., and Mingos D.M.P. Chem. Soc. Rev. 24 (1995) 329
25. Hueso-Urena F., Moreno-Carretero M.N., Salas-Peregrin J.M., and de Cienfuegos-López G.A. Trans. Met. Chem. 20 (1995) 262
26. Maistralis G., Katsaros N., Perlepes S.P., and Kovala-Demertzi D. J. Inorg. Biochem. 45 (1992) 1
27. Garcia-Tasende M.S., Rivero B.E., Castineiras A., Sanchez A., Casas J.S., Sordo J., Hiller W., and Strahle J. Inorg. Chim. Acta 181 (1991) 43
28. Hueso-Urena F., Moreno-Carretero M.N., Salas-Peregrin J.M., Valenzuela-Calahorro C., and de Cienfuegos-López G.A. Thermochim. Acta 133 (1988) 341
29. Lalart D., Dodin G., and Dubois J.-E. J. Chim. Phys. 79 (1982) 449
30. Roy B., Singh A.K., and Singh R.P. Talanta 30 (1983) 617
31. Kostova I., Manolov I., Nicolova I., Konstantinov S., and Karaivanova M. Eur. J. Med. Chem. 36 (2001) 339
32. Kostova I., Manolov I.I., and Momekov G. Eur. J. Med. Chem. 39 (2004) 765
33. Kostova I., Trendafilova N., and Momekov G. J. Inorg. Biochem. 99 (2005) 477
34. Kostova I., Momekov G., Zaharieva M., and Karaivanova M. Eur. J. Med. Chem. 40 (2005) 542
35. Kostova I., Trendafilova N., and Mihailov T. Chem. Phys. 314 (2005) 73
36. Frisch M.J., Trucks G.W., Schlegel H.B., Scuseria G.E., Robb M.A., Cheeseman J.R., Montgomery Jr. J.A., Vreven T., Kudin K.N., Burant J.C., Millam J.M., Iyengar S.S., Tomasi J., Barone V., Mennucci B., Cossi M., Scalmani G., Rega N., Petersson G.A., Nakatsuji H., Hada M., Ehara M., Toyota K., Fukuda R., Hasegawa J., Ishida M., Nakajima T., Honda Y., Kitao O., Nakai H., Klene M., Li X., Knox J.E., Hratchian H.P., Cross J.B., Adamo C., Jaramillo J., Gomperts R., Stratmann R.E., Yazyev O., Austin A.J., Cammi R., Pomelli C., Ochterski J.W., Ayala P.Y., Morokuma K., Voth G.A., Salvador P., Dannenberg J.J., Zakrzewski V.G., Dapprich S., Daniels A.D., Strain M.C., Farkas O., Malick D.K., Rabuck A.D., Raghavachari K., Foresman J.B., Ortiz J.V., Cui Q., Baboul A.G., Clifford S., Cioslowski J., Stefanov B.B., Liu G., Liashenko A., Piskorz P., Komaromi I., Martin R.L., Fox D.J., Keith T., Al-Laham M.A., Peng C.Y., Nanayakkara A., Challacombe M., Gill P.M.W., Johnson B., Chen W., Wong M.W., Gonzalez C., and Pople J.A. Gaussian 03, Revision B. 04 (2003), Gaussian Inc., Pittsburgh, PA
37. Becke A.D. J. Chem. Phys. 98 (1993) 5648
38. Perdew J.P. In: Ziesche P., and Eschrig H. (Eds). Electronic Structure of Solids (1991), Akademie Verlag, Berlin 11
39. Perdew J.P., and Wang Y. Phys. Rev. B 45 (1992) 13244
40. Becke A.D. J. Chem. Phys. 97 (1992) 9173
41. Gelfand L.S., Iaconianni F.J., Pytlewski L.L., Speca A.N., Mikulski C.M., and Karayannis N.M. J. Inorg. Nucl. Chem. 42 (1980) 377
42. Lee C., Yang W., and Parr R.G. Phys. Rev. B 37 (1988) 785
43. Dunning Jr. T.H., and Hay P.J. In: Schaefer H.F. (Ed). Modern Theoretical Chemistry vol. 3 (1976), Plenum, New York 805
44. Hernanz A., Billes F., Bratu I., and Navarro R. Biopolymers (Bioospectroscopy) 57 (2000) 187
45. Takusawaga F., and Shimada A. Bull. Chem. Soc. Jpn. 46 (1973) 2011
46. Hilal R., Zaky Z.M., and Elroby S.A.K. J. Mol. Struct. (Theochem) 685 (2004) 35
47. Dinda J., Bag K., Sinha C., Mostafa G., and Lu T.H. Polyhedron 22 (2003) 1367
48. Wysokiński R., Morzyk-Ociepa B., Głowiak T., and Michalska D. J. Mol. Struct. (Theochem) 606 (2002) 241
49. Allen F.R., Kennard O., Watson D.G., Brammer L., Orpen A.G., and Taylor R. J. Chem. Soc. Perkin Trans. 2 (1987) 1
50. Baran E.J., Mercader R.C., Hueso-Ureña F., Moreno-Carretero M.N., Quiros-Olozabal M., and Salas-Peregrin J.M. Polyhedron 15 (1996) 1717
51. Schneider A.G., Schmalle H.W., Arod F., and Dubler E. J. Inorg. Biochem. 89 (2002) 227
52. Allen F.H., and Kirby A.J. J. Am. Chem. Soc. 106 (1984) 6197
53. Suter H.U., and Nonella M. J. Phys. Chem. 102 (1998) 10128
54. Djordjevic C., Vuletic N., Jacobs B.A., Lee-Renslo M., and Sinn E. Inorg. Chem. 36 (1997) 1798
55. Kieninger M., Ventura O.N., and Suhai S. Int. J. Quantum Chem. 70 (1998) 253
56. Darensbourg D.J., Draper J.D., Larkins D.L., Frost B.J., and Reibenspies J.H. Inorg. Chem. 37 (1998) 2538
57. Bekiroglu S., and Kristiansson O. J. Chem. Soc. Dalton Trans. 7 (2002) 1330
58. Arrizabalaga P., Castan P., and Dahan F. Inorg. Chem. 22 (1983) 2245
59. Billes F., Endrédi H., and Jalsovszky G. Theochem 465 (1999) 157
60. Rogachev A., Kuzmina N., and Nemukhin A. J. Alloys Compd. 374 (2004) 335
61. Mehring M., Mansfeld D., and Schürmann M. Z. Anorg. Allg. Chem. 630 (2004) 452
62. Rogachev A., Nemukhin A., and Sevast'yanov D.V. Doklady Chem. 389 (2003) 634
63. Gutierrez F., Rabbe C., Poteau R., and Daudey J.P. J. Phys. Chem. A 109 (2005) 4325
64. Kim C.H., and Lee S.G. Bull. Korean Chem. Soc. 20 (1999) 417
65. Luo Y., Selvam P., Ito Y., Kubo M., and Miyamoto A. Inorg. Chem. Commun. 6 (2003) 1243
66. Cao X., and Dolg M. J. Mol. Struct. (Theochem) 581 (2002) 139
67. Frayret C., Villesuzanne A., Pouchard M., and Matar S. Int. J. Quantum Chem. 101 (2005) 826
68. Giesbrecht G.R., Whitener G.D., and Arnold J. J. Chem. Soc. Dalton Trans. 6 (2001) 923
69. Binev I.G., Stamboliyska B.A., and Binev Y.I. J. Mol. Struct. 378 (1996) 189
70. Luo Y., Selvam P., Ito Y., Endou A., Kubo M., and Miyamoto A. J. Organometal. Chem. 679 (2003) 84
71. Komiha N., Kabbaj O.K., and Chraibi M. J. Mol. Struct. (Theochem) 594 (2002) 135
72. Dai Z., Peng B., and Chen X. Dyes and Pigments 40 (1999) 219
73. Lye J., Freeman H.S., Mason M.E., and Singh R. Dyes and Pigments 40 (1999) 107
74. Fukushima K., and Iwahashi H. Bull. Chem. Soc. Jpn. 77 (2004) 1671
75. Pan L., Ching N., Huang X., and Li J. Chem. Eur. J. 7 (2001) 4431
76. Sakagami N., Nakahanada M., Ino K., Hioki A., and Kaizaki S. Inorg. Chem. 35 (1996) 683
77. Li X., Shi Q., Sun D., Bi W., and Cao R. Eur. J. Inorg. Chem. 4 (2004) 2747
78. Sun D., Cao R., Liang Y., and Hong M. Chem. Lett. 9 (2001) 878
79. Sun D., Cao R., Liang Y., Hong M., Zhao Y., and Weng J. Aust. J. Chem. 55 (2002) 681
80. Sun C.Y., and Jin L.P. Polyhedron 23 (2004) 2085
81. Lewandowski W., Kalinowska M., and Lewandowska H. J. Inorg. Biochem. 99 (2005) 1407
82. Darensbourg J.D., Larkins D.L., and Reibenspies J.H. Inorg. Chem. 37 (1998) 6125
83. Vetere V., Maldivi P., and Adamo C. J. Comput. Chem. 24 (2002) 850
84. Lalioti N., Raptopoulou C.P., Terzis A., Panagiotopoulos A., Perlepes S.P., and Manessi-Zoupa E. J. Chem. Soc., Dalton Trans. 8 (1998) 1327
85. Horn K.H., Böres N., Lehnert N., Mersmann K., Näther C., Peters G., and Tuczek F. Inorg. Chem. 44 (2005) 3016
86. Dega-Szafran Z., Dulewicz E., Dutkiewicz G., Kosturkiewicz Z., and Szafran M. J. Mol. Struct. 751 (2005) 139
87. Perlepes S.P., Lazaridou V., Sankhla B., and Tsangaris J.M. Bulletin de la Societe Chimique de France (1990) 597
88. Tucci E.R., Takahashi F., Tucci V.A., and Li N.C. J. Inorg. Nucl. Chem. 26 (1964) 1263
89. Burrows D., Mingos D.M.P., White A.J.P., and Williams D.J. J. Chem. Soc., Dalton Trans. 2 (1996) 3805
90. Ulvenlund S., Georgopoulou A.S., Mingos D.M.P., Baxter I., Lawrence S.E., White A.J.P., and Williams D.J. J. Chem. Soc., Dalton Trans. 11 (1998) 1869
91. Batt R.D., Martin J.K., Ploeser J.Mc.T., and Murray J. J. Am. Chem. Soc. 76 (1955) 3665
92. Icbudak H., Olmez H., Yesilel O.Z., Arslan F., Naumov P., Jovanovski G., Ibrahim A.R., Usman A., Fun H.K., Chantrapromma S., and Ng S.W. J. Mol. Struct. 657 (2003) 255
93. Papaefstathiou G.S., Manessi S., Raptopoulou C.P., Behrman E.J., and Zafiropoulos T.F. Inorg. Chem. Comm. 7 (2004) 69
94. Lacher J.R., Bitner J.L., Emery D.J., Seffl M.E., and Park J.D. J. Phys. Chem. 59 (1955) 610
95. Lencioni S., Pellerito A., Fiore T., Giuliani A.M., Pellerito L., Cambria M.T., and Mansueto C. Appl. Organometal. Chem. 13 (1999) 145
96. Exner K., Fischer G., Bahr N., Beckmann E., Lugan M., Yang F., Rihs G., Keller M., Hunkler D., Knothe L., and Prinzbach H. Eur. J. Org. Chem. 5 (2000) 763
97. Castaneda J., Denisov G.S., Kucherov S.Y., Schreiber V.M., and Shurukhina A.V. J. Mol. Struct. 660 (2003) 25
98. Gonzalez-Sanchez F. Spectrochim. Acta 12 (1958) 17
99. Hadzi D., and Sheppard N. Proc. Roy. Soc. Ser. A 216 (1953) 247
100. Lin-Vien D., Colthup N.B., Fateley W.G., and Grasselli J.G. In: Jovanovich H.B. (Ed). The Handbook of Infrared and Raman Characteristic Frequencies of Organic Molecules (1991), Academic Press Inc., San Diego 140
101. Dolish F.R., Fateley W.G., and Bentley F.F. Characteristic Raman Frequencies of Organic Compounds (1974), Wiley p. 128
102. Orza J.M., Garci{dotless}́a M.V., Alkorta I., and Elguero J. Spectrochim. Acta A 56 (2000) 1469
103. Szabo A., Češljević V.I., and Kovács A. Chem. Phys. 270 (2001) 67
104. Lewandowski W., and Barańska H. Vib. Spectrosc. 2 (1991) 211
105. Sourisseau C., Fouassier M., Mauricot R., Boucher F., and Evain M. J. Raman Spectrosc. 28 (1997) 973
106. Lu Y., Deng G., Miao F., and Li Z. Carbohydrate Res. 338 (2003) 2913
107. Sohn J.R., Chun E.W., and Pae Y.I. Bull. Korean Chem. Soc. 24 (2003) 1785
108. Jayaraman A., Sharma S.K., Wang S.Y., Shieh S.R., Ming L.C., and Cheong S.W. J. Raman Spectrosc. 27 (1996) 485
109. Fielicke A., Meijer G., and Von Helden G. Eur. Phys. J. D 24 (2003) 69
110. Lewandowski W., Dasiewicz B., Koczon P., Skierski J., Dobrosz-Teperek K., Swislocka R., Fuks L., Priebe W., and Mazurek A.P. J. Mol. Struct. 604 (2002) 189
111. Koczon P., Lewandowski W., and Mazurek A.P. Vib. Spectrosc. 20 (1999) 143
112. Kakiuchi M., Abe T., and Nakayama H. Geochem. J. 35 (2001) 285
113. Wang K., and Li Y.S. Vib. Spectrosc. 14 (1997) 183
114. Boerio F.J., Hong P.P., Clark P.J., and Okamoto Y. Langmuir 6 (1990) 721
115. Kwon Y.J., Son D.H., Ahn S.J., Kim M.S., and Kim K. J. Phys. Chem. 98 (1994) 8481
116. Galdecka E., Galdecki Z., Huskowska E., Amirkhanov V., and Legendziewicz J. J. Alloys Compd. 257 (1997) 182
117. de Andrés A., Taboada S., and Marti{dotless}́nez J.L. Phys. Rev. B 47 (1993) 14898
118. Cho B.O., Lao S.X., and Chang J.P. J. Appl. Phys. 93 (2003) 9345
119. Abraham R.J., and Loftus P. Proton and Carbon-13 NMR Spectroscopy. vols. 23 and 24 (1978), Heyden, London p. 165
120. Jackman L.M., and Sternhel S. Applications of Nuclear Magnetic Spectroscopy in Organic Chemistry. 2nd ed. International Series of Monographs in Organic Chemistry (1969), Pergamon, Oxford p. 53, 103, 104, 215, 359, 360, 380