Pathways for ring inversion in 9, 10-dihydroanthracene, 9, 10-dihydrophenanthrene, and 7, 12-dihydropleiadene: Combined molecular orbital and molecular mechanics study
✍ Scribed by Andrzej Sygula; Peter W. Rabideau
- Book ID
- 102880720
- Publisher
- John Wiley and Sons
- Year
- 1992
- Tongue
- English
- Weight
- 665 KB
- Volume
- 13
- Category
- Article
- ISSN
- 0192-8651
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✦ Synopsis
The combined semiempirical AM1 and MM2 study of the ring inversion processes in 9,lO-dihydroanthracene ( l ) , 9,lO-dihydrophenanthrene (2), and 7,12-dihydropleiadene (3) predicts planar transition states for 1 and 2, in accord with earlier assumptions. In the case of 3, however, a nonplanar, chair-like transition state is located on the potential energy surface in contrast with previous conclusions. Implications of the nonplanar TS on the rationalization of available experimental data are discussed. The calculated barriers for ring inversion in 1-3 are in reasonable agreement with both experiment and previous theoretical results. In general, AM1 is found to slightly underestimate the barriers as compared to the MM2 calculations.