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. 2000 Aug 10;2(16):2411-4.
doi: 10.1021/ol005962p.

Dynamic hemicarcerands and hemicarceplexes

S Ro  1 , S J Rowan, A R Pease, D J Cram, J F Stoddart
Affiliations

Dynamic hemicarcerands and hemicarceplexes

S Ro et al. Org Lett. .

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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