~ ~~The 8-amino-5,6,7,8-tetrahydronaphth-2-oic acid (l), 8-(aminomethyl)-5,6,7,8-tetrahydronaphth-2-oic acid (2), and 8-(aminomethyl)naphth-2-oic acid (3) were synthesized in their protected forms as turn-inducing dipeptide mimics.Two of them (2 and 3) were incorporated into a novel type of cyclic, peptide-based structures (see 21 and 3436) designed as templates for the synthesis of TASP molecules.

Measurement of the Donor Strength of Substituted 1‐Naphthols The oxidation potential of various substituted naphthols is available by cyclovoltammetry. The donor strength of substituents on the oxidation potential may be explained on the base of substituent increments. When correlating the oxidation potential with the transition energy of charge transfer complexes with TCNE, 1‐naphthols with 8‐alkoxy substituents and naphthols without oxygen in position 8 are giving different correlation curves. The experimental values correlate well with semiempirically calculated HOMO energies. Our measurements allow to predict the oxidation potentials of hitherto unknown substituted 1‐naphthols with high probality. Thus, it may be possible to synthesize 1‐naphthols with a defined oxidation potential.

No abstract