ORGN 100 |
| Samples of 4,4'-bis(3,3,3-tri-d5-phenylpropynyl)biphenyl, 9,10-bis(3,3,3-tri-d5-phenylpropynyl)anthracene, 1,4-bis(3,3,3-tri-d5-phenylpropynyl)naphthalene, and 4,4'-bis(3,3,3-tri-d5-phenylpropynyl)-1,1'-binaphthyl were prepared via a Sonogashira coupling of d15-3,3,3-triphenylpropyne and the appropriate aryl dibromide. The compounds were then characterized by 13C CPMAS NMR experiments with varying contact times in order to determine whether the carbon signals of the central rotator group could be isolated and studied without any interference or overlap of signals from the stator group, which was deuterated and, therefore, insensitive to the cross polarization technique. It was found that the cross polarization experiment is sensitive enough such that the 13C signals of the rotator group can be observed even at very short contact times (ca. 50 μs) without interference from other 13C signals in the molecule. This technique could prove useful in studying the rotational dynamics of these compounds as well as many others at varying temperatures. |
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Process R&D, Physical Organic Chemistry, Heterocycles, Aromatics, Metal-Mediated Reactions
8:00 PM-10:00 PM, Sunday, March 25, 2007 Hyatt Regency Chicago -- Riverside Center, Poster
Division of Organic Chemistry |