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by Sheryl Rabinowitz
Institution: | Rutgers University |
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Department: | Chemistry |
Degree: | MS |
Year: | 2013 |
Keywords: | Nuclear magnetic resonance; Chirality; Cyclophanes |
Posted: | |
Record ID: | 1999611 |
Full text PDF: | http://hdl.rutgers.edu/1782.1/rucore10005600001.ETD.000067579 |
For the first time the full multinuclear ¹H, ¹³C, and ¹⁹F assignments were established for 4-amino-1,1,2,2,9,9,10,10-octafluoro[2.2]paracyclophane (OFP-NH2). These were achieved by using a combination of 1D, COSY, and HETCOR NMR techniques. The assignments were later confirmed by nOe experiments. The interaction of OFP-NH₂ with different chiral shift reagents was explored, and it was shown that it is possible to clearly detect both enantiomers of the planar chiral OFP-NH₂ (in both the ¹H and ¹⁹F NMR). This method of chiral discrimination was also shown to be applicable to other similar chiral OFP derivatives.
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