CH···O Hydrogen Bonds in “Clicked” Diketopiperazine-Based Amide Rotaxanes

E.V. Dzyuba, L. Kaufmann, N.L. Löw, A.K. Meyer, H.D.F. Winkler, K. Rissanen, C.A. Schalley – 2011

Two amide [2]rotaxanes were synthesized in high yields using a novel N,N′-dipropargyl diketopiperazine axle centerpiece as the template to which the stoppers are attached through “click chemistry”. 1H and 2D NMR spectra provide evidence for two different H-bonding motifs, in one of which the triazole CH groups form C–H···O═C bonds with the wheel carbonyl O atoms. This motif can be controlled and switched reversibly by competitive anion binding.

Titel
CH•••O Hydrogen Bonds in “Clicked” Diketopiperazine-Based Amide Rotaxanes
Verfasser
E.V. Dzyuba, L. Kaufmann, N.L. Löw, A.K. Meyer, H.D.F. Winkler, K. Rissanen, C.A. Schalley
Datum
2011
Kennung
10.1021/ol201915j
Quelle/n
Zitierweise
Org. Lett. 2011, 13, 4838-4841
Art
Text
dfg_logo