Quantum Chemical Calculations on CHOP Derivatives—Spanning the Chemical Space of Phosphinidenes, Phosphaketenes, Oxaphosphirenes, and COP− Isomers
Abstract
:1. Introduction
2. Results and Discussion
2.1. PES of the Parent Oxaphosphirene (1a)
2.2. Isomers of Substituted Oxaphosphirenes
2.3. Anionic COP− Isomers
2.4. Ring Strain Energy
3. Materials and Methods
Computational Details
4. Conclusions
Supplementary Materials
Author Contributions
Funding
Acknowledgments
Conflicts of Interest
References
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Sample Availability: Samples of the compounds are not available from the authors. |
Bond | d (Å) | WBI | MBO | ρ (au) | G (au) | G/ρ (au) | Atom | qnat (e) | |
---|---|---|---|---|---|---|---|---|---|
1a | P–C P–O C–O | 1.671 2.046 1.288 | 1.571 0.779 1.338 | 1.694 0.785 1.339 | 0.183 1 0.353 | 0.234 1 0.463 | 1.279 1 1.311 | P C O | 0.469 −0.137 −0.525 |
2a | P–C P–O C–O | 1.956 1.870 1.229 | 0.997 0.626 1.582 | 0.991 0.735 1.555 | 0.116 0.101 0.393 | 0.044 0.105 0.700 | 0.376 1.041 1.780 | P C O | 0.359 0.236 −0.537 |
3asp | P–C P–O | 1.677 1.649 | 2.107 0.818 | 1.984 1.036 | 0.202 0.162 | 0.254 0.246 | 1.253 1.521 | P C O | 0.736 −0.318 −0.909 |
3aap | P–C P–O | 1.664 1.644 | 2.238 0.819 | 2.101 1.030 | 0.204 0.165 | 0.251 0.251 | 1.235 1.523 | P C O | 0.726 −0.311 −0.912 |
4a | P–C P–O C–O | 1.672 1.773 1.873 | 2.005 0.642 0.520 | 1.917 0.794 0.472 | 0.198 0.126 1 | 0.251 0.164 1 | 1.265 1.306 1 | P C O | 0.589 −0.302 −0.775 |
5a | P–C P–O | 1.562 1.475 | 2.421 1.401 | 2.341 1.903 | 0.206 0.233 | 0.322 0.518 | 1.561 2.225 | P C O | 1.540 −0.867 −0.917 |
6a | P–C C–O | 1.683 1.152 | 1.674 2.022 | 1.719 2.212 | 0.163 0.477 | 0.248 1.014 | 1.522 2.128 | P C O | 0.049 0.346 −0.424 |
7a | P–C C–O | 1.547 1.299 | 2.696 1.115 | 2.833 1.184 | 0.202 0.333 | 0.380 0.450 | 1.878 1.350 | P C O | 0.327 −0.184 −0.641 |
8a | P–O C–O | 1.591 1.249 | 0.928 1.309 | 1.197 1.359 | 0.152 0.328 | 0.323 0.737 | 2.125 2.249 | P C O | 0.421 0.084 −0.639 |
9a | P–O C–O | 1.919 1.145 | 0.410 1.908 | 0.550 2.079 | 0.074 0.463 | 0.077 1.059 | 1.039 2.289 | P C O | 0.081 0.538 −0.558 |
syn-6at | P–C C–O | 1.941 1.169 | 0.851 1.978 | 0.965 2.202 | 0.130 1.113 | 0.043 0.506 | 0.332 0.454 | P C O | 0.298 0.223 −0.454 |
6at | P–C C–O | 1.963 1.167 | 0.815 1.991 | 0.950 2.199 | 0.125 0.458 | 0.038 0.952 | 0.308 2.077 | P C O | 0.297 0.225 −0.460 |
12at | P–C C–O | 1.846 1.212 | 1.016 1.821 | 1.142 1.994 | 0.161 0.418 | 0.103 0.736 | 0.640 1.759 | P C O | 0.339 0.014 −0.473 |
14 | P–C P–O C–O | 1.820 1.967 1.278 | 1.471 0.728 1.370 | 1.572 0.735 1.270 | 0.146 1 0.351 | 0.086 1 0.537 | 0.589 1 1.530 | P C O | −0.249 −0.123 −0.628 |
15 | P–C C–O | 1.618 1.199 | 2.241 1.638 | 2.581 1.876 | 0.178 0.426 | 0.307 0.768 | 1.718 1.802 | P C O | −0.436 0.088 −0.652 |
16 | P–C P–O | 1.597 1.519 | 2.847 1.156 | 2.727 1.571 | 0.185 0.211 | 0.261 0.430 | 1.414 2.036 | P C O | 1.146 −1.078 −1.068 |
17 | P–O C–O | 1.756 1.179 | 0.647 1.662 | 0.782 1.784 | 0.100 0.408 | 0.168 0.955 | 1.685 2.338 | P C O | −0.528 0.110 −0.583 |
15t | P–C C–O | 1.792 1.216 | 1.377 1.639 | 1.544 1.859 | 0.152 0.405 | 0.142 0.735 | 0.933 1.815 | P C O | −0.350 −0.037 −0.613 |
RSERC4 | RSERC5 | |
---|---|---|
1a | 49.90 | 49.08 |
2a | 7.53 | 4.59 |
14 | 36.83 | 41.99 |
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Rey, A.; Espinosa Ferao, A.; Streubel, R. Quantum Chemical Calculations on CHOP Derivatives—Spanning the Chemical Space of Phosphinidenes, Phosphaketenes, Oxaphosphirenes, and COP− Isomers. Molecules 2018, 23, 3341. https://doi.org/10.3390/molecules23123341
Rey A, Espinosa Ferao A, Streubel R. Quantum Chemical Calculations on CHOP Derivatives—Spanning the Chemical Space of Phosphinidenes, Phosphaketenes, Oxaphosphirenes, and COP− Isomers. Molecules. 2018; 23(12):3341. https://doi.org/10.3390/molecules23123341
Chicago/Turabian StyleRey, Alicia, Arturo Espinosa Ferao, and Rainer Streubel. 2018. "Quantum Chemical Calculations on CHOP Derivatives—Spanning the Chemical Space of Phosphinidenes, Phosphaketenes, Oxaphosphirenes, and COP− Isomers" Molecules 23, no. 12: 3341. https://doi.org/10.3390/molecules23123341