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John EA, Riel AMS, Wieske LHE, Ray D, Decato DA, Boller M, Takacs Z, Erdélyi M, Bryantsev VS, Berryman OB
J. Am. Chem. Soc. - (-) - [2024-06-06; online 2024-06-06]
Higher-order foldamers represent a unique class of supramolecules at the forefront of molecular design. Herein we control quaternary folding using a novel approach that combines halogen bonding (XBing) and hydrogen bonding (HBing). We present the first anion-templated double helices induced by halogen bonds (XBs) and stabilized by "hydrogen bond enhanced halogen bonds" (HBeXBs). Our findings demonstrate that the number and orientation of hydrogen bond (HB) and XB donors significantly affect the quaternary structure and guest selectivity of two similar oligomers. This research offers new design elements to engineer foldamers and tailor their quaternary structure for specific guest binding.
Swedish NMR Centre (SNC) [Collaborative]
PubMed 38842125
DOI 10.1021/jacs.3c14820
Crossref 10.1021/jacs.3c14820