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Dihydromyrcenol carbonylation catalyzed by palladium–tin precursors: selectivity of the reaction drawn by the experimental conditions and the co-reactants
- Source :
- Journal of Organometallic Chemistry. :12-18
- Publication Year :
- 2002
- Publisher :
- Elsevier BV, 2002.
-
Abstract
- The methoxycarbonylation of dihydromyrcenol 1 has been carried out in the presence of the catalytic system [PdCl2(PPh3)2]–SnCl2·2H2O–2PPh3. This study shows that it is possible to reduce the amounts of isomerization of the terminal double bond and the dehydration side-reaction of the tertiary alcoholic function. According to the experimental conditions (PCO=40 or 100 bar, concentration of methanol, experiment duration, temperature) it is possible to orient the reaction towards the three ‘linear’ esters 4, 5, 6, and lactone 8. This latter product has been exclusively obtained when the acidity of the medium is controlled. Nevertheless it is more difficult to obtain one ester from each others.
- Subjects :
- chemistry.chemical_classification
Double bond
Organic Chemistry
chemistry.chemical_element
Biochemistry
Catalysis
Inorganic Chemistry
chemistry.chemical_compound
chemistry
Materials Chemistry
Organic chemistry
Methanol
Physical and Theoretical Chemistry
Tin
Selectivity
Carbonylation
Isomerization
Palladium
Subjects
Details
- ISSN :
- 0022328X
- Database :
- OpenAIRE
- Journal :
- Journal of Organometallic Chemistry
- Accession number :
- edsair.doi...........65f2a42a0fed34d5ddad10bd9d9e09de