Self-Assembly, Guest Capture, and NMR Spectroscopy of a Metal–Organic Cage in Water
Document Type
Article
Department
Harvey Mudd College, Chemistry (HMC)
Publication Date
Winter 12-22-2015
Abstract
A green organic–inorganic laboratory experiment has been developed in which students prepare a self-assembling iron cage in D2O at room temperature. The tetrahedral cage captures a small, neutral molecule such as cyclohexane or tetrahydrofuran. 1H NMR analysis distinguishes captured and free guests through diagnostic chemical shifts, splitting patterns, diffusion coefficients (using DOSY), and the appearance of captured hydrophobic molecules in D2O even when free guests are insoluble in water. Students are invited to test their hypotheses about guest binding and to perform control and competition experiments. All of the reagents are commercial, the 23-component self-assembly is complete in 1 week at room temperature (requiring neither workup nor purification), and the product solution is intensely purple. In their laboratory reports, students effectively related organic chemistry with molecular self-assembly, supramolecular chemistry, and host–guest interactions.
Rights Information
© 2015, ACS Publications
Recommended Citation
“Self-assembly, guest capture, and NMR spectroscopy of a metal–organic cage in water,” Go, E.B.; Srisuknimit, V.; Cheng, S.L.; Vosburg, D.A. J. Chem. Educ. 2016, 93, 368-371