A First Comparison of Solid State and Solution Structure of a Complex between Lanthanum Nitrate and 1,9-Diaza-18-crown-6

Organic Letters

Volumn 3, Issue 3, 2001, Pages 325-327

  Shestakova, Alla K ^a   Chertkov, Vyacheslav A ^a   Schneider, Hans Jörg ^a   Lysenko, Konstantin A ^b  

^a SAARLAND UNIVERSITY   (Germany)

^b A N NESMEYANOV INSTITUTE OF ORGANOELEMENT COMPOUNDS   (Russian Federation)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0008680342     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol006686h     Document Type: Article

References (31)

1. Bünzli, J. C. G. In Handbook on the Physics and Chemistry of Rare Earths; Gschneider, K. A., Jr., Eyring, L., Eds.; Elsevier Science Publishers B. V.: 1987; Vol. 60, p 321. Legendziewicz, L. Acta Phys. Pol., A 1996, 90, 127-142, and references therein.
2. Bünzli, J. C. G. In Handbook on the Physics and Chemistry of Rare Earths; Gschneider, K. A., Jr., Eyring, L., Eds.; Elsevier Science Publishers B. V.: 1987; Vol. 60, p 321. Legendziewicz, L. Acta Phys. Pol., A 1996, 90, 127-142, and references therein.
3. (a) Arnaud-Neu, F. Chem. Soc. Rev. 1994, 235.
4. (b) Adachi, G. Y.; Hirashima, Y. In Cation Binding by Macrocycles: Inoue, Y., Gokel, G. W., Eds.; Marcel Dekker Inc.: New York, 1990; Vol. 18, p 701, and references therein.
5. Choppin, G. R.; Peterman, D. R. Coord. Chem. Rev. 1998, 174, 283-299.
6. Morrow, J. R. In Metals in Biological Systems; Sigel, A., Sigel, H., Eds.; Marcel Dekker Inc.: New York, 1996; Vol. 33, p 56. Hegg, E. L.; Burstyn, J. N. Coord. Chem. Rev. 1998, 173, 133. Irisawa, M.; Komiyama, M. J. Biochem. 1995, 117, 465. Göbel, M. W. Angew. Chem. 1994, 106, 1201; Angew. Chem., Int. Ed. Engl. 1994, 33, 1141. Morrow, J. R.; Aures, K.; Epstein, D. J. Chem. Soc., Chem. Commun. 1995, 2431. Roigk, A.; Hettich, R.; Schneider, H.-J. Inorg. Chem. 1998, 37, 751 and references therein.
7. Morrow, J. R. In Metals in Biological Systems; Sigel, A., Sigel, H., Eds.; Marcel Dekker Inc.: New York, 1996; Vol. 33, p 56. Hegg, E. L.; Burstyn, J. N. Coord. Chem. Rev. 1998, 173, 133. Irisawa, M.; Komiyama, M. J. Biochem. 1995, 117, 465. Göbel, M. W. Angew. Chem. 1994, 106, 1201; Angew. Chem., Int. Ed. Engl. 1994, 33, 1141. Morrow, J. R.; Aures, K.; Epstein, D. J. Chem. Soc., Chem. Commun. 1995, 2431. Roigk, A.; Hettich, R.; Schneider, H.-J. Inorg. Chem. 1998, 37, 751 and references therein.
8. Morrow, J. R. In Metals in Biological Systems; Sigel, A., Sigel, H., Eds.; Marcel Dekker Inc.: New York, 1996; Vol. 33, p 56. Hegg, E. L.; Burstyn, J. N. Coord. Chem. Rev. 1998, 173, 133. Irisawa, M.; Komiyama, M. J. Biochem. 1995, 117, 465. Göbel, M. W. Angew. Chem. 1994, 106, 1201; Angew. Chem., Int. Ed. Engl. 1994, 33, 1141. Morrow, J. R.; Aures, K.; Epstein, D. J. Chem. Soc., Chem. Commun. 1995, 2431. Roigk, A.; Hettich, R.; Schneider, H.-J. Inorg. Chem. 1998, 37, 751 and references therein.
9. Morrow, J. R. In Metals in Biological Systems; Sigel, A., Sigel, H., Eds.; Marcel Dekker Inc.: New York, 1996; Vol. 33, p 56. Hegg, E. L.; Burstyn, J. N. Coord. Chem. Rev. 1998, 173, 133. Irisawa, M.; Komiyama, M. J. Biochem. 1995, 117, 465. Göbel, M. W. Angew. Chem. 1994, 106, 1201; Angew. Chem., Int. Ed. Engl. 1994, 33, 1141. Morrow, J. R.; Aures, K.; Epstein, D. J. Chem. Soc., Chem. Commun. 1995, 2431. Roigk, A.; Hettich, R.; Schneider, H.-J. Inorg. Chem. 1998, 37, 751 and references therein.
10. Morrow, J. R. In Metals in Biological Systems; Sigel, A., Sigel, H., Eds.; Marcel Dekker Inc.: New York, 1996; Vol. 33, p 56. Hegg, E. L.; Burstyn, J. N. Coord. Chem. Rev. 1998, 173, 133. Irisawa, M.; Komiyama, M. J. Biochem. 1995, 117, 465. Göbel, M. W. Angew. Chem. 1994, 106, 1201; Angew. Chem., Int. Ed. Engl. 1994, 33, 1141. Morrow, J. R.; Aures, K.; Epstein, D. J. Chem. Soc., Chem. Commun. 1995, 2431. Roigk, A.; Hettich, R.; Schneider, H.-J. Inorg. Chem. 1998, 37, 751 and references therein.
11. Morrow, J. R. In Metals in Biological Systems; Sigel, A., Sigel, H., Eds.; Marcel Dekker Inc.: New York, 1996; Vol. 33, p 56. Hegg, E. L.; Burstyn, J. N. Coord. Chem. Rev. 1998, 173, 133. Irisawa, M.; Komiyama, M. J. Biochem. 1995, 117, 465. Göbel, M. W. Angew. Chem. 1994, 106, 1201; Angew. Chem., Int. Ed. Engl. 1994, 33, 1141. Morrow, J. R.; Aures, K.; Epstein, D. J. Chem. Soc., Chem. Commun. 1995, 2431. Roigk, A.; Hettich, R.; Schneider, H.-J. Inorg. Chem. 1998, 37, 751 and references therein.
12. Morrow, J. R. In Metals in Biological Systems; Sigel, A., Sigel, H., Eds.; Marcel Dekker Inc.: New York, 1996; Vol. 33, p 56. Hegg, E. L.; Burstyn, J. N. Coord. Chem. Rev. 1998, 173, 133. Irisawa, M.; Komiyama, M. J. Biochem. 1995, 117, 465. Göbel, M. W. Angew. Chem. 1994, 106, 1201; Angew. Chem., Int. Ed. Engl. 1994, 33, 1141. Morrow, J. R.; Aures, K.; Epstein, D. J. Chem. Soc., Chem. Commun. 1995, 2431. Roigk, A.; Hettich, R.; Schneider, H.-J. Inorg. Chem. 1998, 37, 751 and references therein.
13. For related studies, see: (a) Zakharov, Lev N.; Struchkov, Yuri T. J. Organomet. Chem. 1997, 536/537, 65. General reviews of Xray analyses with metal ionophore complexes: (b) Goldberg, I. In Crown ethers and analogs; Patai, S., Rappoport, Z., Eds.; Wiley: Chichester etc., 1998; p 359, 399. (c) Goldberg, I. In Inclusion Compounds; Atwood, J. L., Davies, J. E. D., MacNicol, D. D., Eds.; Oxford University Press: Oxford, New York, Tokyo, 1984; Vol. 2, p 261. (d) Davies, J. E. D.; Finocchiaro, P.; Herbstein, F. H. In Inclusion Compounds; Atwood, J. L., Davies, J. E. D., MacNicol, D. D., Eds.; Oxford University Press: Oxford, New York, Tokyo, 1984; Vol. 2. p 407. (e) A complex of the deprotonated 1,9-diazacrown and an yttrium alkyl derivative was reported to decompose in solution: Lee. L.; Berg, D. J.; Bushnell, G. W. Organometallics 1995, 14, 8.
14. For related studies, see: (a) Zakharov, Lev N.; Struchkov, Yuri T. J. Organomet. Chem. 1997, 536/537, 65. General reviews of Xray analyses with metal ionophore complexes: (b) Goldberg, I. In Crown ethers and analogs; Patai, S., Rappoport, Z., Eds.; Wiley: Chichester etc., 1998; p 359, 399. (c) Goldberg, I. In Inclusion Compounds; Atwood, J. L., Davies, J. E. D., MacNicol, D. D., Eds.; Oxford University Press: Oxford, New York, Tokyo, 1984; Vol. 2, p 261. (d) Davies, J. E. D.; Finocchiaro, P.; Herbstein, F. H. In Inclusion Compounds; Atwood, J. L., Davies, J. E. D., MacNicol, D. D., Eds.; Oxford University Press: Oxford, New York, Tokyo, 1984; Vol. 2. p 407. (e) A complex of the deprotonated 1,9-diazacrown and an yttrium alkyl derivative was reported to decompose in solution: Lee. L.; Berg, D. J.; Bushnell, G. W. Organometallics 1995, 14, 8.
15. For related studies, see: (a) Zakharov, Lev N.; Struchkov, Yuri T. J. Organomet. Chem. 1997, 536/537, 65. General reviews of Xray analyses with metal ionophore complexes: (b) Goldberg, I. In Crown ethers and analogs; Patai, S., Rappoport, Z., Eds.; Wiley: Chichester etc., 1998; p 359, 399. (c) Goldberg, I. In Inclusion Compounds; Atwood, J. L., Davies, J. E. D., MacNicol, D. D., Eds.; Oxford University Press: Oxford, New York, Tokyo, 1984; Vol. 2, p 261. (d) Davies, J. E. D.; Finocchiaro, P.; Herbstein, F. H. In Inclusion Compounds; Atwood, J. L., Davies, J. E. D., MacNicol, D. D., Eds.; Oxford University Press: Oxford, New York, Tokyo, 1984; Vol. 2. p 407. (e) A complex of the deprotonated 1,9-diazacrown and an yttrium alkyl derivative was reported to decompose in solution: Lee. L.; Berg, D. J.; Bushnell, G. W. Organometallics 1995, 14, 8.
16. For related studies, see: (a) Zakharov, Lev N.; Struchkov, Yuri T. J. Organomet. Chem. 1997, 536/537, 65. General reviews of Xray analyses with metal ionophore complexes: (b) Goldberg, I. In Crown ethers and analogs; Patai, S., Rappoport, Z., Eds.; Wiley: Chichester etc., 1998; p 359, 399. (c) Goldberg, I. In Inclusion Compounds; Atwood, J. L., Davies, J. E. D., MacNicol, D. D., Eds.; Oxford University Press: Oxford, New York, Tokyo, 1984; Vol. 2, p 261. (d) Davies, J. E. D.; Finocchiaro, P.; Herbstein, F. H. In Inclusion Compounds; Atwood, J. L., Davies, J. E. D., MacNicol, D. D., Eds.; Oxford University Press: Oxford, New York, Tokyo, 1984; Vol. 2. p 407. (e) A complex of the deprotonated 1,9-diazacrown and an yttrium alkyl derivative was reported to decompose in solution: Lee. L.; Berg, D. J.; Bushnell, G. W. Organometallics 1995, 14, 8.
17. For related studies, see: (a) Zakharov, Lev N.; Struchkov, Yuri T. J. Organomet. Chem. 1997, 536/537, 65. General reviews of Xray analyses with metal ionophore complexes: (b) Goldberg, I. In Crown ethers and analogs; Patai, S., Rappoport, Z., Eds.; Wiley: Chichester etc., 1998; p 359, 399. (c) Goldberg, I. In Inclusion Compounds; Atwood, J. L., Davies, J. E. D., MacNicol, D. D., Eds.; Oxford University Press: Oxford, New York, Tokyo, 1984; Vol. 2, p 261. (d) Davies, J. E. D.; Finocchiaro, P.; Herbstein, F. H. In Inclusion Compounds; Atwood, J. L., Davies, J. E. D., MacNicol, D. D., Eds.; Oxford University Press: Oxford, New York, Tokyo, 1984; Vol. 2. p 407. (e) A complex of the deprotonated 1,9-diazacrown and an yttrium alkyl derivative was reported to decompose in solution: Lee. L.; Berg, D. J.; Bushnell, G. W. Organometallics 1995, 14, 8.
18. Hart, F. A.; Hursthouse, B.; Malik, K. M. A.; Moorhouse, S. J. Chem. Soc., Chem. Commun. 1978, 549.
19. Brooks, B. R.; Bruccoleri, R. E.; Olafson, B. D.; States, D. J.; Swaminathan, S.; Karplus, M. J. Comput. Chem. 1983, 4, 187; Brooks, C. L.; Karplus, M. Methods Enzymol. 1986, 127, 369. Brünger, A. T.; Karplus, M. Acc. Chem. Res. 1991, 24, 54.
20. Brooks, B. R.; Bruccoleri, R. E.; Olafson, B. D.; States, D. J.; Swaminathan, S.; Karplus, M. J. Comput. Chem. 1983, 4, 187; Brooks, C. L.; Karplus, M. Methods Enzymol. 1986, 127, 369. Brünger, A. T.; Karplus, M. Acc. Chem. Res. 1991, 24, 54.
21. Brooks, B. R.; Bruccoleri, R. E.; Olafson, B. D.; States, D. J.; Swaminathan, S.; Karplus, M. J. Comput. Chem. 1983, 4, 187; Brooks, C. L.; Karplus, M. Methods Enzymol. 1986, 127, 369. Brünger, A. T.; Karplus, M. Acc. Chem. Res. 1991, 24, 54.
22. GAUSSIAN 94, Revision E.1. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B., Gill, P. M. W.; Johnson, B. G.; Robb, M. A.; Cheeseman, J. R.; Keith, T.; Petersson, G. A.; Montgomery, J. A.; Raghavachari, K.; Al-Laham, M. A.; Zakrzewski, V. G.; Ortiz, J. V.; Foresman, J. B.; Cioslowski, J.; Stefanov, B. B.; Nanayakkara, A.; Challacombe, M.; Peng, C. Y.; Ayala, P. Y.; Chen, W.; Wong, M. W.; Andres, J. L.; Replogle, E. S.; Gomperts, R.; Martin, R. L.; Fox, D. J.; Binkley, J. S.; Defrees, D. J.; Baker, J.; Stewart, J. P.; M. Head-Gordon, M.; Gonzalez, C.; Pople, J. A. Gaussian, Revision E.1, Gaussian, Inc., Pittsburgh, PA, 1995.
23. (a) Foresman, J. B.; Frisch, A. Exploring chemistry with electronic structure methods; Gaussian, Inc., Pittsburgh, PA, 1996.
24. (b) Hehre, W. J.; Stewart, R. F.; Pople, J. A. J. Chem. Phys. 1969, 51, 2657.
25. (c) Collins, J. B.; Schleyer, P. v. R.; Binkley, J. S.; Pople, J. A. J. Chem. Phys. 1976, 64, 5142.
26. (d) Hay, P. J.; Wadt, W. R. J. Chem. Phys. 1985, 82, 270.
27. (e) Hay, P. J.; Wadt, W. R. J. Chem. Phys. 1985, 82, 284.
28. (f) Hay, P. J.; Wadt, W. R. J. Chem. Phys. 1985, 82, 299.
29. Golotvin, S. S.; Chertkov, V. A. Russ. Chem. Soc. Bull. 1997, 444.
30. (a) Haasnoot, C. A. G.; de Leeuw, F. A. A. M.; Altona, C. Tetrahedron 1980, 36, 2783.
31. (b) Altona, C.; Franke, R.; de Haan, R.; Ippel, J. H.; Daalmans, G. J.; Westra Hoeksema, A. J. A.; Van Wijk, J. Magn. Reson. Chem. 1994, 32, 670.