ORGN 790 |
| p-But-calix[5]arene, 1, forms inclusion complexes with o- and m-carboranes, 2(a) and 2(b) respectively, in toluene or dichloromethane/hexane. A 1:1 host-guest supermolecule is formed in all cases with the carborane sitting snugly in the cavity forming two C-H...π interactions with the calixarene. The p-But-subsitutents orientate themselves in such a manner as to shroud the carborane and hold it deep within the cavity. The p-isomer, 2(c), does not form inclusion complexes in solvents capable of forming C-H...π interactions. However it forms an inclusion complex in solvents such as hexane. The effect on changing the p-But-group to either a p-H, p-Ph, or p-Bn, compounds, 3-5 respectively, will also be presented. |
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Total Synthesis, Materials, Molecular Recognition, Process R&D, and Physical Organic Chemistry
8:00 PM-10:00 PM, Wednesday, 13 September 2006 Moscone Center -- Hall D, Poster
Sci-Mix
Division of Organic Chemistry |