The isomerization of α‐pinene oxide with Brønsted and Lewis acids

Kaminska, J.; Schwegler, M. A.; Hoefnagel, A. J.; Bekkum, H. van

doi:10.1002/recl.19921111004

Cited by 102 publications

(66 citation statements)

References 11 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…It is known that Lewis acid sites favour formation of campholenic while Brönsted acid sites address the reaction towards the preferred formation of trans-carveol [20]. The low selectivity to this latter compound agrees with the absence of Brönsted acidity on all catalysts as shown by FT-IR measurements.…”

Section: Catalytic Activitysupporting

confidence: 66%

Sol–gel synthesis, characterization and catalytic properties of Fe–Ti mixed oxides

Neri

Rizzo

Galvagno

et al. 2004

Applied Catalysis A: General

View full text Add to dashboard Cite

Section: Catalytic Activitysupporting

confidence: 66%

Sol–gel synthesis, characterization and catalytic properties of Fe–Ti mixed oxides

Neri

Rizzo

Galvagno

et al. 2004

Applied Catalysis A: General

View full text Add to dashboard Cite

“…These are the normal isomerization products of apinene oxide and are the result of an acid-catalyzed ring opening reaction. [32] Figure 7. a-Pinene oxide (A) and its decomposition products campholenic aldehyde (B), pinocamphone (C), trans-carveol (D), and trans-sobrerol (E).…”

Section: Reduction Of Manganese Porphyrinsmentioning

confidence: 98%

A Supramolecular Cytochrome P450 Mimic

et al. 1998

View full text Add to dashboard Cite

An amphiphilic rhodium(iii) complex has been incorporated in closed bilayers of surfactants with positive, zwitterionic, or negative charges. In the presence of formate this rhodium complex efficiently catalyzes the reduction of a variety of electron carriers and manganese(iii) porphyrins. The charge of the surfactant head groups determines the acidity of the reduced Rh III hydride complex and the rate of reduction, which increases on going from negatively to positively charged surfactants. A manganese(iii) porphyrin, incorporated in the bilayers together with the Rh complex, can be used as an artificial cytochrome P450-type epoxidation catalyst. The relative concentrations of Mn II and Mn III porphyrin depend on the reduction and reoxidation rates, and an oscillating reaction is observed at a Rh complex/Mn porphyrin ratio of 10. A variety of substrates are epoxidized by reductive activation of O 2 by this model system with turnover numbers of the same order of magnitude as those of the enzyme system. The charge on the surfactant has a dramatic effect on the catalytic epoxidation activity of the model system. Aggregates of positively charged surfactant molecules do not display catalytic activity in this reaction, probably because the protons required for cleavage of the oxygen ± oxygen bond are repelled at the aggregate surface.

show abstract

“…Epoxides of monoterpenes can be isomerized to corresponding aldehydes and alcohols, which have applications as fine chemicals. Isomerization of ␣-pinene oxide has been intensively studied during the recent years [4][5][6][7][8][9][10][11][12].…”

Section: Introductionmentioning

confidence: 99%