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Zhong, Yulong; Kauffmann, Brice; Xu, Wenwu; Lu, Zhong-Lin; Ferrand, Yann; Huc, Ivan; Zeng, Xiao Cheng; Liu, Rui; Gong, Bing (2020): Multiturn Hollow Helices: Synthesis and Folding of Long Aromatic Oligoamides. In: Organic Letters, Vol. 22, No. 17: pp. 6938-6942
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Aromatic oligoamides adopting helical conformations are synthesized by coupling carboxyl-terminated basic units having two, four, and eight residues to amine-terminated oligomer precursors. Coupling yields show no noticeable reduction with the size of the basic units or the final product. One- and two-dimensional NMR spectroscopy and computational studies demonstrate the reliable helical folding of these oligomers. The X-ray structure of 16mer 7 reveals a compact, multiturn helix having a 9 A inner pore.