| New Reply |
HEW rxn: Why do stabilized ylides give E alkenes and unstabilized gives Z alkenes? |
Share Thread | Thread Tools |
| Oct1-11, 02:48 PM | #1 |
|
|
HEW rxn: Why do stabilized ylides give E alkenes and unstabilized gives Z alkenes?
1. The problem statement, all variables and given/known data
Topic 2. Relevant equations http://en.wikipedia.org/wiki/Horner%...mmons_reaction This is basically a variation of a wittig reaction. 3. The attempt at a solution I'm trying to understand this concept, because the chemistry gods have decided that it should be stated in every textbook and online source, but never actually explained why. So, making a trans product is better thermodynamically. My thinking would be that the opposite of the problem statement would be true. If something is stabilized then maybe it would be able to "get away" with forming a cis product instead of trance (sort of a kinetic vs thermodynamic control argument). But the opposite is true. If you are stabilized, you make the more stable product. If you are not stabilized, you make the less stable product. Why would this be? Thanks. |
| PhysOrg.com |
science news on PhysOrg.com >> Hong Kong launches first electric taxis >> Morocco to harness the wind in energy hunt >> Galaxy's Ring of Fire |
| New Reply |
| Thread Tools | |
Similar Threads for: HEW rxn: Why do stabilized ylides give E alkenes and unstabilized gives Z alkenes?
|
||||
| Thread | Forum | Replies | ||
| Refinement of alkenes | Chemistry | 2 | ||
| hydroboration of alkenes | Biology, Chemistry & Other Homework | 1 | ||
| Permaganate and Alkenes | Biology, Chemistry & Other Homework | 9 | ||
| Hydroxylation of Alkenes | Chemistry | 4 | ||
| Hydrogenation of Alkenes | Chemistry | 8 | ||