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Catalysis Letters, Vol.42, No.3-4, 213-215, 1996
Oxidation of Alpha-Pinene and Beta-Pinene Catalyzed by Mn-III(SALEN)Cl-Center-Dot-H2O
The cationic complex Mn-III(Salen) is a very effective catalyst for the oxidation of both alpha- and beta-pinene. The higher selectivity towards epoxide formation supports the rebound oxygen mechanism. A turnover of 40 was obtained for both compounds after 16 h of reaction with a molar ratio 1 :0.01 :1 (feedstock:catalyst : iodosobenzene) and conversions between 50 and 60% were observed. A very high selectivity (55%) was determined for epoxide formation from alpha-pinene. The good selectivity observed for myrtanal isomers (6.5 and 23.2%) from beta-pinene is related to the prior formation of the 1,2-epoxides.
Keywords:CHIRAL (SALEN)MANGANESE(III) COMPLEXES;CYTOCHROME P-450 REDUCTASE;ENANTIOSELECTIVE EPOXIDATION;ELECTRON-TRANSFER;IRON PORPHYRINS;OXYGEN-TRANSFER;OLEFINS;HYDROXYLATION;PUTIDAREDOXIN;CLEAVAGE