Dynamic hemicarcerands and hemicarceplexes.

S Ro; S J Rowan; A R Pease; D J Cram; J F Stoddart

doi:10.1021/ol005962p

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Dynamic hemicarcerands and hemicarceplexes.

S Ro·S J Rowan·A R Pease·D J Cram·J F Stoddart

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Abstract

The reversible nature of the imine bond formation in CDCl(3) solution has been exploited to exchange substituted for unsubstituted m-phenylenediamine (MPD) units in hemicarcerand octaimines. Moreover, acid-catalyzed imine exchange has been shown to provide a novel mechanism whereby ferrocene (Fc) can be released as an entrapped guest from the hemicarceplex C(2)B(4)&crcldt;Fc dissolved in CDCl(3) to give the hemicarcerand C(2)B(4) when excess of both MPD and trifluoroacetic acid are present.

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Ethers, Cyclic Imines Models, Molecular Molecular Conformation Phenylenediamines Structure-Activity Relationship Thermodynamics Journal Article Research Support, Non-U.S. Gov't Research Support, U.S. Gov't, P.H.S.

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S Ro, S J Rowan, A R Pease, D J Cram, J F Stoddart. 2000-08-10. Dynamic hemicarcerands and hemicarceplexes.. https://doi.org/10.1021/ol005962p

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