Synthesis and characterization of a disulfide-linked c(5)-symmetric [5]carceplex. |
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Authors: | Christoph Naumann Samuel Place John C Sherman |
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Affiliation: | Department of Chemistry, University of British Columbia, 2036 Main Mall, Vancouver, BC V6T 1Z1, Canada. |
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Abstract: | The synthesis and characterization of the first disulfide-linked and C5-symmetric carceplex.(guests)2 using the recently described [5]cavitands as building blocks is reported. The solution behavior of the new carceplexes was explored by 1D NOSEY (EXSY) experiments. The disulfides have unusually high energy barriers to interconversion due to their cooperativity. The guests (2 DMF or 2 DMA) reside in an unusual orientation in parallel planes that are perpendicular to the principal axis of the host. |
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