Abstract
The equilibrium binding constants have been evaluated for the association in CCl4 of the lanthanide shift reagent. Eu(fod)3, with a series of adamantane derivatives containing a variety of different functional groups. It is shown that if steric effects are held constant the binding abilities of the adamantane derivatives exhibit a good correlation with the proton affinities of the methyl analogs containing the same functional groups. The results permit the prediction of binding strength of other functional groups with Eu(dpm)3 as well as with Eu(fod)3 and thus can be of great assistance in planning and interpreting the results of experiments with lanthanide shift reagents.
Zusammenfassung
Es wurden die Gleichgewichts-Komplexbildungskonstanten für eine Reihe von Adamantanderivaten mit verschiedenen funktionellen Gruppen mit Eu(fod)3 in CCl4 bestimmt. Es wird gezeigt, daß bei Konstanthaltung sterischer Effekte die Komplex-Bindungsenergien eine gute Korrelation mit den Protonenaktivitäten der entsprechenden Methylhomologen ergibt. Die gewonnenen Resultate geben (auch für andere funktionelle Gruppen als die unmittelbar untersuchten) eine gute Möglichkeit zur Abschätzung zu erwartender Komplexbildungsstärken.
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Part 4:D. J. Raber, M. D. Johnston, jr., C. M. Campbell, C. M. Janks, andP. Sutton, Org. Mag. Res.11, 323 (1978).
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Raber, D.J., Johnston, M.D., Campbell, C.M. et al. Structure elucidation with lanthanide-induced shifts 5. Evaluation of the binding ability of various functional groups. Monatshefte für Chemie 111, 43–52 (1980). https://doi.org/10.1007/BF00938716
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DOI: https://doi.org/10.1007/BF00938716