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Volumn 59, Issue 52, 2003, Pages 10419-10437

Tandem mass spectrometric analysis of rare earth(III) complexes: Evaluation of the relative strength of their Lewis acidity

Author keywords

Lanthanides; Lewis acidity; Mass spectrometry

Indexed keywords

DIMETHYL SULFOXIDE; GADOLINIUM; HEMPA; LANTHANIDE; LEWIS ACID; LUTETIUM; N,N' DIMETHYLPROPYLENEUREA; PHOSPHINE DERIVATIVE; SCANDIUM; TRIETHYLPHOSPHINE OXIDE; TRIMETHYL PHOSPHATE; UNCLASSIFIED DRUG; UREA DERIVATIVE; YTTERBIUM;

EID: 0348050014     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2003.06.006     Document Type: Article
Times cited : (57)

References (49)
  • 10
    • 0004174348 scopus 로고
    • For representative reviews and accounts, see: (a) McLafferty F.W. Tandem Mass Spectrometry. 1983;Wiley, New York, (b) Hoffmann E.D., Charette J., Stroobant V. Mass Spectrometry; Principle and Application. 1996;Wiley, New York, (c) Hoffmann E.D., Stroobant V. Mass Spectrometry; Principle and Application. 2nd ed. 2001;Wiley, New York, (d) Biemann K., Scoble H.A. Science. 237:1987;992-998 (e) Bush K.L., Glish G.L., McLuckey S.A. Mass Spectrometry/ Mass Spectrometry: Techniques and Applications of Tandem Mass Spectrometry. 1998;VCH, New York.
    • (1983) Tandem Mass Spectrometry
    • McLafferty, F.W.1
  • 11
    • 0003713754 scopus 로고    scopus 로고
    • For representative reviews and accounts, see: (a) McLafferty F.W. Tandem Mass Spectrometry. 1983;Wiley, New York, (b) Hoffmann E.D., Charette J., Stroobant V. Mass Spectrometry; Principle and Application. 1996;Wiley, New York, (c) Hoffmann E.D., Stroobant V. Mass Spectrometry; Principle and Application. 2nd ed. 2001;Wiley, New York, (d) Biemann K., Scoble H.A. Science. 237:1987;992-998 (e) Bush K.L., Glish G.L., McLuckey S.A. Mass Spectrometry/ Mass Spectrometry: Techniques and Applications of Tandem Mass Spectrometry. 1998;VCH, New York.
    • (1996) Mass Spectrometry; Principle and Application
  • 12
    • 0003713754 scopus 로고    scopus 로고
    • For representative reviews and accounts, see: (a) McLafferty F.W. Tandem Mass Spectrometry. 1983;Wiley, New York, (b) Hoffmann E.D., Charette J., Stroobant V. Mass Spectrometry; Principle and Application. 1996;Wiley, New York, (c) Hoffmann E.D., Stroobant V. Mass Spectrometry; Principle and Application. 2nd ed. 2001;Wiley, New York, (d) Biemann K., Scoble H.A. Science. 237:1987;992-998 (e) Bush K.L., Glish G.L., McLuckey S.A. Mass Spectrometry/ Mass Spectrometry: Techniques and Applications of Tandem Mass Spectrometry. 1998;VCH, New York.
    • (2001) Mass Spectrometry; Principle and Application 2nd Ed.
    • Hoffmann, E.D.1    Charette, J.2    Stroobant, V.3
  • 13
    • 0023399896 scopus 로고
    • For representative reviews and accounts, see: (a) McLafferty F.W. Tandem Mass Spectrometry. 1983;Wiley, New York, (b) Hoffmann E.D., Charette J., Stroobant V. Mass Spectrometry; Principle and Application. 1996;Wiley, New York, (c) Hoffmann E.D., Stroobant V. Mass Spectrometry; Principle and Application. 2nd ed. 2001;Wiley, New York, (d) Biemann K., Scoble H.A. Science. 237:1987;992-998 (e) Bush K.L., Glish G.L., McLuckey S.A. Mass Spectrometry/ Mass Spectrometry: Techniques and Applications of Tandem Mass Spectrometry. 1998;VCH, New York.
    • (1987) Science , vol.237 , pp. 992-998
    • Biemann, K.1    Scoble, H.A.2
  • 14
    • 0003583820 scopus 로고    scopus 로고
    • For representative reviews and accounts, see: (a) McLafferty F.W. Tandem Mass Spectrometry. 1983;Wiley, New York, (b) Hoffmann E.D., Charette J., Stroobant V. Mass Spectrometry; Principle and Application. 1996;Wiley, New York, (c) Hoffmann E.D., Stroobant V. Mass Spectrometry; Principle and Application. 2nd ed. 2001;Wiley, New York, (d) Biemann K., Scoble H.A. Science. 237:1987;992-998 (e) Bush K.L., Glish G.L., McLuckey S.A. Mass Spectrometry/ Mass Spectrometry: Techniques and Applications of Tandem Mass Spectrometry. 1998;VCH, New York.
    • (1998) Mass Spectrometry/Mass Spectrometry: Techniques and Applications of Tandem Mass Spectrometry
    • Bush, K.L.1    Glish, G.L.2    McLuckey, S.A.3
  • 26
    • 0347539557 scopus 로고    scopus 로고
    • note
    • -, was not clearly observed in this negative MS, probably because this ion was very unstable to readily release the HMPA molecule.
  • 28
    • 0346908733 scopus 로고    scopus 로고
    • note
    • When the metal element of the complex contains multi isotopes, we selected the precursor ion that consists of the isotope with the greatest natural abundance. Of course, however, the same results were obtained when an isotope of a lower natural abundance was selected.
  • 31
    • 0348169329 scopus 로고    scopus 로고
    • note
    • + involves both the M-OTf bond fission and the M-F bond formation. We assume that these two processes occur simultaneously via a cyclic transition state.
  • 39
    • 0346908731 scopus 로고    scopus 로고
    • note
    • These facts are consistent with the data obtained from X-ray crystallographic analysis of a series of HMPA-coordinated lanthanide triflates. The Sc and Yb complexes show relatively long P-O bond lengths of the coordinated HMPA molecules. It is reasonable to consider that the P-O bond elongations are due to the relatively strong Lewis acidity of Sc(III) and Yb(III).
  • 40
    • 0001772085 scopus 로고
    • 3+. (a) Takaki K., Nagase K., Beppu F., Fujiwara Y. Chem. Lett. 1991;1665-1668 (b) Kawada A., Mitamura S., Kobayashi S. J. Chem. Soc., Chem. Commun. 1993;1157-1158 (c) Kobayashi S., Ishitani H. J. Am. Chem. Soc. 116:1994;4083-4084 (d) Kobayashi S., Ishitani H. J. Org. Chem. 59: 1994;3590-3596 (e) Kobayashi S., Ishitani H., Nagayama S. Synlett. 1995;1195-1202 (f) Hanamoto T., Sugimoto Y., Jin Y.Z., Inanaga J. Bull. Chem. Soc. Jpn. 70:1997;1421-1426 (g) Yamanaka M., Nishida A., Nakagawa M. J. Org. Chem. 3112:2003;3120.
    • (1991) Chem. Lett. , pp. 1665-1668
    • Takaki, K.1    Nagase, K.2    Beppu, F.3    Fujiwara, Y.4
  • 41
    • 37049083696 scopus 로고
    • 3+. (a) Takaki K., Nagase K., Beppu F., Fujiwara Y. Chem. Lett. 1991;1665-1668 (b) Kawada A., Mitamura S., Kobayashi S. J. Chem. Soc., Chem. Commun. 1993;1157-1158 (c) Kobayashi S., Ishitani H. J. Am. Chem. Soc. 116:1994;4083-4084 (d) Kobayashi S., Ishitani H. J. Org. Chem. 59: 1994;3590-3596 (e) Kobayashi S., Ishitani H., Nagayama S. Synlett. 1995;1195-1202 (f) Hanamoto T., Sugimoto Y., Jin Y.Z., Inanaga J. Bull. Chem. Soc. Jpn. 70:1997;1421-1426 (g) Yamanaka M., Nishida A., Nakagawa M. J. Org. Chem. 3112:2003;3120.
    • (1993) J. Chem. Soc., Chem. Commun. , pp. 1157-1158
    • Kawada, A.1    Mitamura, S.2    Kobayashi, S.3
  • 42
    • 0001045470 scopus 로고
    • 3+. (a) Takaki K., Nagase K., Beppu F., Fujiwara Y. Chem. Lett. 1991;1665-1668 (b) Kawada A., Mitamura S., Kobayashi S. J. Chem. Soc., Chem. Commun. 1993;1157-1158 (c) Kobayashi S., Ishitani H. J. Am. Chem. Soc. 116:1994;4083-4084 (d) Kobayashi S., Ishitani H. J. Org. Chem. 59: 1994;3590-3596 (e) Kobayashi S., Ishitani H., Nagayama S. Synlett. 1995;1195-1202 (f) Hanamoto T., Sugimoto Y., Jin Y.Z., Inanaga J. Bull. Chem. Soc. Jpn. 70:1997;1421-1426 (g) Yamanaka M., Nishida A., Nakagawa M. J. Org. Chem. 3112:2003;3120.
    • (1994) J. Am. Chem. Soc. , vol.116 , pp. 4083-4084
    • Kobayashi, S.1    Ishitani, H.2
  • 43
    • 33751157649 scopus 로고
    • 3+. (a) Takaki K., Nagase K., Beppu F., Fujiwara Y. Chem. Lett. 1991;1665-1668 (b) Kawada A., Mitamura S., Kobayashi S. J. Chem. Soc., Chem. Commun. 1993;1157-1158 (c) Kobayashi S., Ishitani H. J. Am. Chem. Soc. 116:1994;4083-4084 (d) Kobayashi S., Ishitani H. J. Org. Chem. 59: 1994;3590-3596 (e) Kobayashi S., Ishitani H., Nagayama S. Synlett. 1995;1195-1202 (f) Hanamoto T., Sugimoto Y., Jin Y.Z., Inanaga J. Bull. Chem. Soc. Jpn. 70:1997;1421-1426 (g) Yamanaka M., Nishida A., Nakagawa M. J. Org. Chem. 3112:2003;3120.
    • (1994) J. Org. Chem. , vol.59 , pp. 3590-3596
    • Kobayashi, S.1    Ishitani, H.2
  • 44
    • 0029135125 scopus 로고
    • 3+. (a) Takaki K., Nagase K., Beppu F., Fujiwara Y. Chem. Lett. 1991;1665-1668 (b) Kawada A., Mitamura S., Kobayashi S. J. Chem. Soc., Chem. Commun. 1993;1157-1158 (c) Kobayashi S., Ishitani H. J. Am. Chem. Soc. 116:1994;4083-4084 (d) Kobayashi S., Ishitani H. J. Org. Chem. 59: 1994;3590-3596 (e) Kobayashi S., Ishitani H., Nagayama S. Synlett. 1995;1195-1202 (f) Hanamoto T., Sugimoto Y., Jin Y.Z., Inanaga J. Bull. Chem. Soc. Jpn. 70:1997;1421-1426 (g) Yamanaka M., Nishida A., Nakagawa M. J. Org. Chem. 3112:2003;3120.
    • (1995) Synlett , pp. 1195-1202
    • Kobayashi, S.1    Ishitani, H.2    Nagayama, S.3
  • 45
    • 0000684083 scopus 로고    scopus 로고
    • 3+. (a) Takaki K., Nagase K., Beppu F., Fujiwara Y. Chem. Lett. 1991;1665-1668 (b) Kawada A., Mitamura S., Kobayashi S. J. Chem. Soc., Chem. Commun. 1993;1157-1158 (c) Kobayashi S., Ishitani H. J. Am. Chem. Soc. 116:1994;4083-4084 (d) Kobayashi S., Ishitani H. J. Org. Chem. 59: 1994;3590-3596 (e) Kobayashi S., Ishitani H., Nagayama S. Synlett. 1995;1195-1202 (f) Hanamoto T., Sugimoto Y., Jin Y.Z., Inanaga J. Bull. Chem. Soc. Jpn. 70:1997;1421-1426 (g) Yamanaka M., Nishida A., Nakagawa M. J. Org. Chem. 3112:2003;3120.
    • (1997) Bull. Chem. Soc. Jpn , vol.70 , pp. 1421-1426
    • Hanamoto, T.1    Sugimoto, Y.2    Jin, Y.Z.3    Inanaga, J.4
  • 46
    • 0346278566 scopus 로고    scopus 로고
    • 3+. (a) Takaki K., Nagase K., Beppu F., Fujiwara Y. Chem. Lett. 1991;1665-1668 (b) Kawada A., Mitamura S., Kobayashi S. J. Chem. Soc., Chem. Commun. 1993;1157-1158 (c) Kobayashi S., Ishitani H. J. Am. Chem. Soc. 116:1994;4083-4084 (d) Kobayashi S., Ishitani H. J. Org. Chem. 59: 1994;3590-3596 (e) Kobayashi S., Ishitani H., Nagayama S. Synlett. 1995;1195-1202 (f) Hanamoto T., Sugimoto Y., Jin Y.Z., Inanaga J. Bull. Chem. Soc. Jpn. 70:1997;1421-1426 (g) Yamanaka M., Nishida A., Nakagawa M. J. Org. Chem. 3112:2003;3120.
    • (2003) J. Org. Chem. , vol.3112 , pp. 3120
    • Yamanaka, M.1    Nishida, A.2    Nakagawa, M.3
  • 49
    • 0346908727 scopus 로고    scopus 로고
    • note
    • +} (ligand=hmpa, tepo, tmp, and dmso) are directly proportional to the atomic number of the lanthanides and they also correlate well with the ionic radius except scandium. Representative examples are shown in Figures 18 and 19.


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