Theoretical Studies of [2,3]-Sigmatropic Rearrangements of Allylic Selenoxides and Selenimides
Abstract
:1. Introduction
2. Results and Discussion
Type a | d(Se/S-O,N), Å | d(Se/S-C), Å | d(C-O,N), Å | ΔG‡, kcal/mol | ΔΔG‡N-X, kcal/mol | ΔG, kcal/mol | |
---|---|---|---|---|---|---|---|
1 | N | 1.699 | 2.481 | 2.006 | 13.2 | 0.3 | -7.7 |
1(S) | N | 1.566 | 2.463 | 1.994 | 16.4 | 0.4 | -1.8 |
2 | Nb | 1.697 | 2.567 | 2.077 | 12.7 | 1.3 | -6.2 |
3 | Nb | 1.696 | 2.513 | 2.060 | 13.5 | 1.4 | -7.4 |
4 | N | 1.699 | 2.521 | 2.026 | 12.0 | 0.1 | -7.8 |
5 | X | 1.696 | 2.513 | 2.049 | 14.4 | -1.0 | -7.7 |
6 | N | 1.693 | 2.616 | 2.122 | 11.1 | 1.3 | -7.4 |
7 | N | 1.695 | 2.477 | 2.075 | 11.2 | 0.7 | -15.1 |
7(S) | N | 1.562 | 2.462 | 2.050 | 14.2 | 0.9 | -7.3 |
8 | Nb | 1.693 | 2.561 | 2.157 | 10.4 | 1.7 | -12.9 |
9 | Nb | 1.692 | 2.510 | 2.134 | 11.4 | 2.1 | -14.1 |
10 | N | 1.696 | 2.517 | 2.099 | 9.9 | 0.4 | -14.9 |
11 | X | 1.694 | 2.508 | 2.102 | 12.4 | -0.9 | -15.9 |
12 | X | 1.775 | 2.441 | 2.276 | 13.4 | -0.6 | -19.0 |
3. Theoretical Section
4. Conclusions
Acknowledgements
- Sample Availability: Not available.
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Bayse, C.A.; Antony, S. Theoretical Studies of [2,3]-Sigmatropic Rearrangements of Allylic Selenoxides and Selenimides. Molecules 2009, 14, 3229-3236. https://doi.org/10.3390/molecules14093229
Bayse CA, Antony S. Theoretical Studies of [2,3]-Sigmatropic Rearrangements of Allylic Selenoxides and Selenimides. Molecules. 2009; 14(9):3229-3236. https://doi.org/10.3390/molecules14093229
Chicago/Turabian StyleBayse, Craig A., and Sonia Antony. 2009. "Theoretical Studies of [2,3]-Sigmatropic Rearrangements of Allylic Selenoxides and Selenimides" Molecules 14, no. 9: 3229-3236. https://doi.org/10.3390/molecules14093229