Activating Unreactive Substrates The Role of Secondary by ed. by Martin Hiersemann

By ed. by Martin Hiersemann

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Their nucleophilic versus basic character was studied in competitive reactions with ethyl iodide and their hydrolytic stability in reactions with aqueous DCl and NaOD. All these proton sponges were structurally characterized by XRD analyses of their base form and their protonated form. We always observe an asymmetric intramolecular hydrogen bridge in the solid state. However, in solution, both pincer arms are chemically equivalent at all temperatures on the nmr time scale. It is this asymmetric IHB, a secondary intramolecular interaction of the proton with the second N-donor that is causing the dramatic increase of both proton affinity and basicity.

At the same time chelating guanidine ligands have been independently developed by the group of G. Henkel [22]. 2. 2 Selected bidentate, tridentate and tetradentate guanidine ligands developed in this research program. Tame ¼ 1,1,1-Tris(aminomethyl)ethane, Tren ¼ tris(2aminoethyl)amine. This research program focussed on the guanidine coordination chemistry of copper and zinc. Two working concepts were followed. It was proposed that superbasic tripodal and sterically demanding tren-derived guanidine ligands when coordinated to copper(I) would create a very electron-rich metal center perfectly embedded in a molecular pocket.

In 24, an unusual conformation of an organic molecule is present [43]. The substituents in cyclohexene rings generally assume equatorial positions. In 24, they are axial. The container molecules can also stabilize resonance extremes. Complex 25, bearing a p-nitrophenolate in the quinoid aci-form is an example [69]. This clearly shows that [M2L] complexes can accommodate guest molecules in unusual coordination modes. 5 Binding mode of the coligands in 23–25. Finally, reactive molecules can also be incorporated in the binding cavities.

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