Peddi, SumalathaBookout, Molly C.Vemuri, Gopi NathHartley, C. Scott2022-01-182022-01-18Peddi, S.; Bookout, M. C.; Vemuri, G. N.; Hartley, C. S. Guest-driven control of folding in a crown-ether-functionalized ortho-phenylene. J. Org. Chem. 2022, DOI: 10.1021/acs.joc.1c02605http://hdl.handle.net/2374.MIA/6803A crown-ether-functionalized o-phenylene tetramer has been synthesized and coassembled with monotopic and ditopic, achiral and chiral secondary ammonium ion guests. NMR spectroscopy shows that the o-phenylene forms both 1:1 and 1:2 complexes with monotopic guests while remaining well-folded. Binding of an elongated ditopic guest, however, forces the o-phenylene to misfold by pulling the terminal rings apart. A chiral ditopic guest biases the o-phenylene twist sense.Attribution 3.0 United Stateshttp://creativecommons.org/licenses/by/3.0/us/Journal Article