Rappe Rearrangement. The origin of cis-stereoselectivity in the conversion of 2,3-dibromo-2-methyl-cyclopropan-1-one to (Z)-but-2-enoic acid. TS6/7 homologue.
DOI: 10.14469/hpc/11181 Metadata
Created: 2022-09-20 16:27
Last modified: 2025-03-27 14:06
License: Creative Commons: Public Domain Dedication 1.0
Funding: (none given)
Description
Gaussian 16 calculations
Member of collection / collaboration
| DOI | Description |
|---|---|
| 10.14469/hpc/11172 | The Mechanism of the Rappe Rearrangement – a stereochemical investigation using Density Functional Theory. |
Members
| DOI | Description |
|---|---|
| 10.14469/hpc/11202 | Rappe Rearrangement. GS for TS7, trans, Def2-TZVPP, G = -2958.158253 |
| 10.14469/hpc/11196 | Rappe Rearrangement. TS7, trans, Def2-SVPP, G = -2957.357513 |
| 10.14469/hpc/11082 | Rappe Rearrangement. TS6a, trans, Def2-TZVPP, G = = -5456.528957 DG = 13.8, DDG = 4.3 |
| 10.14469/hpc/11200 | Rappe Rearrangement. TS7, trans, Def2-TZVPP, G = -2958.142195 |
| 10.14469/hpc/11085 | Rappe Rearrangement. TS6, cis, Def2-TZVPP, G = -5456.522132, DG = 18.1 |
| 10.14469/hpc/11197 | Rappe Rearrangement. TS7, trans, Def2-SVPP IRC |
| 10.14469/hpc/11084 | Rappe Rearrangement. TS6b, cis, Def2-TZVPP, G = -5456.523606, DG = 17.2 |
| 10.14469/hpc/11079 | Rappe Rearrangement. Reactant for TS6, Def2-TZVPP G = -5456.550983 |
| 10.14469/hpc/11077 | Rappe Rearrangement. TS6, trans, Def2-SVPP, G = -5455.528378, IRC |
| 10.14469/hpc/11074 | Rappe Rearrangement. TS6, trans, Def2-SVPP, G = -5455.528378 |
| 10.14469/hpc/11078 | Rappe Rearrangement.. TS6, cis, Def2-SVPP, G = -5455.516108, DDG = 7.7 |
| 10.14469/hpc/11231 | Rappe Rearrangement. FAIR Data Table 5. Free energies for Cyclisation of dibromoenols. TS6/7 |
| 10.14469/hpc/11191 | Rappe Rearrangement. TS6, trans, alt position for carbonyl, Def2-TZVPP, G = -5456.522184 DG = 15.0 |
| 10.14469/hpc/11194 | Rappe Rearrangement. GS for TS6, alt position for carbonyl, Def2-TZVPP, G = -5456.546058 |