0000000001304508
AUTHOR
Eric V. Anslyn
Cooperative Binding of Divalent Diamides by N-Alkyl Ammonium Resorcinarene Chlorides
N-Alkyl ammonium resorcinarene chlorides, stabilized by an intricate array of hydrogen bonds leading to a cavitand-like structure, bind amides. The molecular recognition occurs through intermolecular hydrogen bonds between the carbonyl oxygen and the amide hydrogen of the guests and the cation-anion circular hydrogen-bonded seam of the hosts, as well as through CH⋅⋅⋅π interactions. The N-alkyl ammonium resorcinarene chlorides cooperatively bind a series of di-acetamides of varying spacer lengths ranging from three to seven carbons. Titration data fit either a 1:1 or 2:1 binding isotherm depending on the spacer lengths. Considering all the guests possess similar binding motifs, the first bin…
Recognition of Viologen Derivatives in Water by N-Alkyl Ammonium Resorcinarene Chlorides
Three water-soluble N-alkyl ammonium resorcinarene chlorides decorated with terminal hydroxyl groups at the lower rims were synthesized and characterized. The receptors were decorated at the upper rim with either terminal hydroxyl, rigid cyclohexyl, or flexible benzyl groups. The binding affinities of these receptors toward three viologen derivatives, two of which possess an acetylmethyl group attached to one of the pyridine nitrogens, in water were investigated via 1H NMR spectroscopy, fluorescence spectroscopy, and isothermal titration calorimetry (ITC). ITC quantification of the binding process gave association constants of up to 103 M–1. Analyses reveal a spontaneous binding process whi…
CCDC 1525503: Experimental Crystal Structure Determination
Related Article: Ngong Kodiah Beyeh, Hyun Hwa Jo, Igor Kolesnichenko, Fangfang Pan, Elina Kalenius, Eric V. Anslyn, Robin H. A. Ras, Kari Rissanen|2017|J.Org.Chem.|82|5198|doi:10.1021/acs.joc.7b00449
CCDC 1039550: Experimental Crystal Structure Determination
Related Article: N. Kodiah Beyeh, Altti Ala-Korpi, Fangfang Pan, Hyun Hwa Jo, Eric V. Anslyn, Kari Rissanen|2015|Chem.-Eur.J.|21|9556|doi:10.1002/chem.201406504
CCDC 1525501: Experimental Crystal Structure Determination
Related Article: Ngong Kodiah Beyeh, Hyun Hwa Jo, Igor Kolesnichenko, Fangfang Pan, Elina Kalenius, Eric V. Anslyn, Robin H. A. Ras, Kari Rissanen|2017|J.Org.Chem.|82|5198|doi:10.1021/acs.joc.7b00449
CCDC 1525502: Experimental Crystal Structure Determination
Related Article: Ngong Kodiah Beyeh, Hyun Hwa Jo, Igor Kolesnichenko, Fangfang Pan, Elina Kalenius, Eric V. Anslyn, Robin H. A. Ras, Kari Rissanen|2017|J.Org.Chem.|82|5198|doi:10.1021/acs.joc.7b00449