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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

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✦ 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.


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ChemInform Abstract: Study of Pd-Elimina
✍ A. C. ALBENIZ; P. ESPINET; Y.-S. LIN 📂 Article 📅 2010 🏛 John Wiley and Sons ⚖ 38 KB

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