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Monsanto Acetic Acid Process. Hydrogenation by Wilkinson’s catalyst. 무기화학특강 201101049 이한뉘. Monsanto Acetic Acid Process. Rh catalyst. Monsanto Acetic Acid Process. CO + H₂O → CO₂ + H ₂. Summary. Monsanto Acetic Acid Process. Monsanto Acetic Acid Process. CH₃OH + HI → CH₃I + H₂O.
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Monsanto Acetic Acid Process Hydrogenation by Wilkinson’s catalyst 무기화학특강 201101049 이한뉘
Monsanto Acetic Acid Process Rh catalyst
Monsanto Acetic Acid Process CO + H₂O → CO₂ + H₂
Summary Monsanto Acetic Acid Process
Monsanto Acetic Acid Process CH₃OH + HI → CH₃I + H₂O Oxidative addition, OA
Monsanto Acetic Acid Process Carbonyl insertion ( Alkyl migration )
Monsanto Acetic Acid Process Reductive elimination, RE
Summary Monsanto Acetic Acid Process
Cativa process Monsanto Acetic Acid Process
Hydrogenation by Wilkinson’s catalyst
Hydrogenation by Wilkinson’s catalyst EtOH [RhCl3(H2O)3] + excess PPh3 [RhCl(PPh3)3] +Ph3PO + 2 HCl + 2 H2O
Hydrogenation by Wilkinson’s catalyst
Hydrogenation by Wilkinson’s catalyst
Hydrogenation by Wilkinson’s catalyst Ligand dissociation
Hydrogenation by Wilkinson’s catalyst Coordination of alkene
Hydrogenation by Wilkinson’s catalyst 1,2-Insertion
Hydrogenation by Wilkinson’s catalyst
① ②
Hydrogenation by Wilkinson’s catalyst Can be easily coordinated
Stereochemistry of Wilkinson’s catalyst 1. Hydrogenation is stereoselective syn addition
Stereochemistry of Wilkinson’s catalyst 2. Rh preferentially binds to the least sterically hindered face of the olefin
Selectivity of Wilkinson’s catalyst 1. Site selectivity : Preferential hydrogenation of the least sterically hindered C=C bonds
Selectivity of Wilkinson’s catalyst 2. Cis-disubstituted C=C react faster than trans-disubstituted C=C
Selectivity of Wilkinson’s catalyst 3. Alkynes are hydrogenated more rapidly than alkenes
Selectivity of Wilkinson’s catalyst 4. Site selectivity : Directing group effects
