887765-92-6Relevant articles and documents
Self-assembly of chiral depsipeptide dendrimers
Hager, Kristine,Franz, Alexander,Hirsch, Andreas
, p. 2663 - 2679 (2008/02/03)
The self-assembly of chiral depsipeptide dendrons 4, which contain a cyanuric acid building block at their focal point, with the homotritopic Hamilton receptor 1 is reported. The 1:3 compositions of the resulting chiral supramolecular dendrimers, the association constants Kn, and the cooperativity of binding expressed by Scatchard plots and the Hill coefficients nH was determined by NMR titration experiments. The most pronounced positive cooperativity was found for the complexes 1L3 with L being the second-generation dendrons 4c-e. The least stable complexes are formed with the bulky third-generation dendrons 4f-h. Similar results are obtained by the corresponding complexation of the achiral Frechet-type first- to third-generation dendrons 3 with 1. Chiroptical investigations of 1:3 complexes of 1 and 4 reveal chirality transfer from the dendron to the Hamilton receptor as demonstrated by the appearance of new CD absorption bands at 310 nm.