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From Supramolecular Porphyrin Tweezers to Dynamic AnBmClDk Multiporphyrin Arrangements Through Orthogonal Coordination

Michael Schmittel ,  Ravuri S. Kishore 

Universität Siegen, Adolf-Reichwein Str., Siegen 57068, Germany

Abstract

A dynamic supramolecular three-component AnBmCl bis-(zinc porphyrin) tweezer has been prepared quantitatively using the HETPHEN concept. Upon addition of nitrogenous spacers of different length, i.e. an extended bipyridine, 4,4’-bipyridine and DABCO, to set up an additional orthogonal binding motif (ZnPor—Nspacer), three structurally different, still dynamic four-component AnBmClDk assemblies were cleanly formed, as indicated by UV-Vis and NMR titrations as well as by DOSY investigations. The structures were identified as a bridged monotweezer A2BC2D, a doubly bridged double-tweezer A4B2C4D2 and a triply bridged double-tweezer A4B2C4D3, the latter resembling a porphyrin stack. Notably, the same structures were equally formed directly from a mixture of the constituents A,B,C and D put together in any sequence if the correct stoichiometry was applied [1].

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[1] R. S. K. Kishore, T. Paululat, M. Schmittel, Chem. Eur. J. 2006, in press.

 

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Presentation: poster at 18th Conference on Physical Organic Chemistry, Posters, by Michael Schmittel
See On-line Journal of 18th Conference on Physical Organic Chemistry

Submitted: 2006-07-13 19:01
Revised:   2009-06-07 00:44