Epoxidation cyclooctene

Figure 22. Time-dependent yield of cyclooctene epoxide in the presence of 1 mol% 6(triangles), 7 (squares), 8 (circles), CpMo(CO)3Me (open squares), and CpMo(CO)3Cl (open circles) at 55°C [89].

Cyclooctene epoxidation catalyzed by supported sulfonated metalloporphyrins. 

Table 1 Cyclooctene epoxidation with TBHP/MCM-supported Mo02X2(THF)2...

Table 2 Catalytic cyclooctene epoxidation with TBHP/zeolite-supported MoCp(CO)3Cl...

Table4 Cyclooctene epoxidation with TBHP/MCM-spacer ligand-tethered Cp Mo(CO)3R complexes... 

The results for cyclooctene epoxidation with TBHP show that the method of heterogenisation plays a decisive role in the activity (Table 6). Indeed, the materials obtained from the complex grafted onto a fimctionahsed matrix (odd entries. Table 6) are less active (seen by comparing TOP values) than those synthesised via the tethering of fimctionahsed complexes on a mesoporous material (even entries. Table 6). 

The MCM samples show about 90-95% cyclooctene epoxidation with TBHP, with nearly 100% selectivity after a reaction time of 24 h (entries 2 and 3, Table 7). Conversion is lower with the SBA-15 catalysts (entry 4, Table 7). The TOPS are about one order of magnitude lower than the respective homo-... 

When Mo02Cl2(THF)2 is introduced into functionalised MCM (MCM-41 or MCM-48), cyclooctene epoxidation results are better than those observed... 

Materials synthesised by autocatalysis provide high activity (100% conversion in 3 h) and selectivity (100%) for cyclooctene epoxidation with TBHP, as well as excellent recycling ability (the catalytic properties are almost fully recovered after three rims). 

Table 9 Cyclooctene epoxidation with TBHP/complexes M0X2O2L2 (X = Cl, Me L = Lewis base) 1-3 and CpMo(CO)3Me, CpMo(CO)3Cl, Me5CpMo(CO)3Me in different RTlLs...

Another method of MPFDCPP catalyst synthesis, applied in this work, was borrowed from Ref. [97], All these catalysts displayed extremely high stability. Nevertheless, a large number of catalytic cycles was observed only at cyclooctene epoxidation. Thus, these... 

The stereospecific conversion of c/s-cyclooctene epoxide to alcohol 51, first reported by Cope,87 has been examined in greater detail recently.88-90 Of importance is... 

R. Rinaldi, J. Sepulveda, U. Schuchardt, Cyclohexene and cyclooctene epoxidation with aqueous hydrogen peroxide using transition metal-free sol-gel alumina as catalyst, Adv. Synth. Catal. 346 (2004) 281. 

T. Luts, H. Papp, Novel ways of Mn-salen complex immobilization on modified silica support and their catalytic activity in cyclooctene epoxidation, Kinet. Catal. 48 (2007) 176. 

N. A. Stephenson, A. T. BeU, Influence of solvent composition on the kinetics of cyclooctene epoxidation by hydrogen peroxide catalyzed by iron(III) [tetrakis(pentafluorophenyl)] porphyrin chloride (I., TPP)I < 1. Inorg. Chem. 45 (2006) 2758. 

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