Study of Pd-Elimination under Carbonylation Conditions: Regioselective Formation of Esters. -Carbonylation reactions carried out with either the known η 3 -allylpalladium complexes or with η 1 -η 2 -enylpalladium complexes, formed as intermediates at low temperatures, give β,γ-unsaturated esters su
Study of Pd-elimination under carbonylation conditions: Regioselective formation of esters
✍ Scribed by Ana C. Albe´niz; Pablo Espinet; Yong-Shou Lin
- Publisher
- Elsevier Science
- Year
- 1998
- Tongue
- French
- Weight
- 739 KB
- Volume
- 54
- Category
- Article
- ISSN
- 0040-4020
No coin nor oath required. For personal study only.
✦ Synopsis
The regioselective synthesis of methyl esters is achieved by carbonylation of two different types of organometallic derivatives resulting from insertion of non-conjugated dienes into a Pd-aryl bond. When the diene and the Pd-aryl synthon [PdPfBr(NCMe)2] (Pf = C6F5) are mixed at low temperature, solutions of 111_112_ enylpalladium complexes can be isolated and converted into ~3-aryl methyl esters by reaction with CO in the presence of methanolic solutions of sodium methoxide. When the reactions are carried out at room temperature q3-allylpalladitm~ complexes are isolated, and their carbonylation gives 13,y-unsaturated esters.
📜 SIMILAR VOLUMES
## Abstract The reaction is performed under a balloon pressure of CO/air giving the corresponding carbonylated products (IV) and (VI) in good yields using air as the sole oxidant.