Reactivity of N-nitrosoamides in confined spaces |
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| Authors: | Aaron C. SatherOrion B. Berryman Dariush AjamiJulius Rebek Jr. |
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| Affiliation: | The Skaggs Institute for Chemical Biology and Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla CA 92037, United States |
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| Abstract: | The thermal rearrangement of several N-nitrosoamides was studied by 1H NMR in the context of reversible encapsulation. The N-nitrosoamide guests were isolated from the bulk solvent in a hydrogen-bonded dimeric host capsule which prevented their rearrangement. The guests appear to be preserved in their ground state conformations by the pressure exerted by the host. The conformations of the free and bound N-nitrosoamides are of comparable relative energies as determined by DFT calculations. |
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| Keywords: | Hydrogen bonding Reversible encapsulation N-Nitrosoamides |
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