γ-Functional Iminiumthiolactones for the Single and Double Modification of Peptides.

Thiolactones (TL) can be readily incorporated into polymeric materials and have been extensively used as a ligation strategy despite their limited reactivity toward amine-containing substrates. Comparatively, iminiumthiolactones (ITL) are much more reactive, yet to this day, only the nonsubstituted ITL known as Traut's reagent is commercially available and used. In this work, we advance current TL/ITL chemistry by introducing reactive side groups to the ITL heterocycle in the γ-position, which can be orthogonally modified without affecting the ITL heterocycle itself.

Complementary interpretation of E(30) polarity parameters of ionic liquids.

Reichardt's empirical ET(30) polarity parameter has been established as appropriate polarity scale for ionic liquids. In this study, the relationships of ET(30) of ionic liquids with the empirical Kamlet-Taft polarity parameters α (hydrogen bond donating ability), β (hydrogen bond accepting ability) and π* (dipolarity/polarizability) as well as Catalán's parameter set SA (solvent acidity), SB (solvent basicity), SP (solvent polarizability) and SdP (solvent dipolarity) are examined by means of multiple square correlation analyses. Several subtasks were carried out to address this main concern.