The study consists of three major areas of research. First, the dihedral angle dependence of vicinal carbon-carbon coupling constants is determined for aliphatic and alicyclic carboxylic acids wherein the formal hybridization and substituents are held constant. Second, the magnitudes and relative signs of long-range carbon-carbon coupling constants in a. triple- 13 C-labeled system are determined and compared with carbon-proton and/or proton-proton coupling constants in geometrically similar compounds. Third, the effect of changes in hybridization on long-range carbon-carbon coupling constants is determined for the following three groups of molecules: olefins and saturated hydrocarbons, aliphatic carboxylic acids, and aromatic compounds. In all cases only closely related systems are compared in order to identify the effect of individual molecular parameters. Most importantly, the results indicate that carbon-carbon couplings do correlate in magnitude and sign with carbon-proton and proton-proton couplings in analogous molecular. frameworks. Thus, the coupling mechanisms are similar in all three types of coupling. In addition, the observed trends in long-range carbon-carbon couplings provide an unambiguous method for assigning carbon chemical shifts.
| Identifer | oai:union.ndltd.org:unt.edu/info:ark/67531/metadc500556 |
| Date | 12 1900 |
| Creators | Miller, Denis E. |
| Contributors | Marshall, James L., 1940-, Truitt, Price, Brady, William T. |
| Publisher | North Texas State University |
| Source Sets | University of North Texas |
| Language | English |
| Detected Language | English |
| Type | Thesis or Dissertation |
| Format | v, 101 leaves : ill., Text |
| Rights | Public, Miller, Denis E., Copyright, Copyright is held by the author, unless otherwise noted. All rights reserved. |
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