From the teaching laboratory: A half-cage isodrin derivative for demonstrating the nuclear Overhauser effect
✍ Scribed by Chen, Angela E. ;O'Leary, Daniel J. ;Miura, Steve S. ;Anet, Frank A. L.
- Publisher
- John Wiley and Sons
- Year
- 2000
- Tongue
- English
- Weight
- 168 KB
- Volume
- 12
- Category
- Article
- ISSN
- 1043-7347
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✦ Synopsis
The nuclear Overhauser effect NOE in NMR spectroscopy is a useful tool for probing structural features of molecules. We present an experimental procedure for the facile preparation of a half-cage isodrin derivative of the type used in the original demonstration of the intramolecular NOE. The half-cage has two transannular hydrogen atoms separated by an ultrashort distance of 1.62 A, and thus gives rise to large Overhauser effects ( ) ca. 43% that are easily measured. The ease of the synthesis and the large enhancements make this compound ideal for experimental demonstrations of the NOE in advanced undergraduate and graduate NMR spectroscopy courses.