Schuster, Ingeborg I. and Roberts, John D. (1979) Halogen complexes of pyridines. A proton and carbon-13 nuclear magnetic resonance study. Journal of Organic Chemistry, 44 (15). pp. 2658-2662. ISSN 0022-3263. doi:10.1021/jo01329a014. https://resolver.caltech.edu/CaltechAUTHORS:20151007-093101598
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Abstract
Solutions of iodine and iodine chloride with pyridine, 2,6-dimethylpyridine, and 2,4,6-trimethylpyridine were studied by ^1H and ^(13)C NMR. Support is deduced for the reported formation of three species: the charge-transfer complex B•X-I, the 1:l complex ^+B-I[X_nI_(n-1)^-], and the N-iododipyridinium salt ^+B_2I[X_nI_(n-1)^-]. The ease of formation of each species appears to be a function of pyridine basicity, the Lewis acidity of the halogen (I_2 or ICl), the solvent polarity, and the relative donor-acceptor concentrations. The complexes derived from ɑ-methyl-substituted pyridines can be distinguished by the magnitudes and directions of their ^(13)C “iodination” shifts.
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| Additional Information: | © 1979 American Chemical Society. Received February 12, 1979. Supported by the National Science Foundation and by the Public Health Service, Research Grant No. GM-11072 from the Division of General Medical Sciences. | |||||||||
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| Issue or Number: | 15 | |||||||||
| DOI: | 10.1021/jo01329a014 | |||||||||
| Record Number: | CaltechAUTHORS:20151007-093101598 | |||||||||
| Persistent URL: | https://resolver.caltech.edu/CaltechAUTHORS:20151007-093101598 | |||||||||
| Official Citation: | Halogen complexes of pyridines. A proton and carbon-13 nuclear magnetic resonance study Ingeborg I. Schuster and John D. Roberts The Journal of Organic Chemistry 1979 44 (15), 2658-2662 DOI: 10.1021/jo01329a014 | |||||||||
| Usage Policy: | No commercial reproduction, distribution, display or performance rights in this work are provided. | |||||||||
| ID Code: | 60858 | |||||||||
| Collection: | CaltechAUTHORS | |||||||||
| Deposited By: | INVALID USER | |||||||||
| Deposited On: | 07 Oct 2015 19:10 | |||||||||
| Last Modified: | 10 Nov 2021 22:40 |
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