Talk:Horner-Wadsworth-Emmons reaction
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[edit] Beautiful
Some of these chemistry-related articles, especially on certain organ(-ic/-ometallic) reactions and reagents, are superb. I am really very impressed. Srnec 04:57, 19 March 2007 (UTC)
[edit] Wittig-Horner
When you search at that you are redirected to this page. But its not the same reaction as HWE, and btw I think you normally says Horner-Wittig (Google does) and there is no page... ChristianB 22:49, 10 July 2007 (UTC)
[edit] Question
"In contrast to phosphonium ylides used in the Wittig reaction, phosphonate-stabilized carbanions are more nucleophilic and more basic."
Is this true? Are they really more basic? How can that be? They are resonance stabilized, and the anion can be prepared by a relativly weak RO- type base. —Preceding unsigned comment added by 85.167.1.116 (talk) 10:26, 6 September 2007 (UTC)
- I think the main reason is they are negatively charged, whereas a Wittig reagent is neutral. Also, the P=O bond is not a standard p-p pi bond, it is a d-p pi bond, which can't overlap (as C=P-O(-))in the same way that you would see in an enolate (C=C-O(-)). You need to compare like with like, so you need to compare the salt from (EtO)2P(=O)CH2CO2Et with Ph3P=CHCO2Et. Walkerma 13:58, 6 September 2007 (UTC)
