Homogeneous Hydrocarbon

Homogeneous Hydrocarbon C-H Bond Activation and Functionalization with Platinum... 

HOMOGENEOUS HYDROCARBON C-H BOND ACTIVATION AND FUNCTIONALIZATION WITH PLATINUM... 

In other words, of the initial charge of isopropyl chloride, 34% of the carbon is converted to propane under these conditions. A comparable sample of 1-chloropropane under identical reaction conditions, of excess alkyl halide Lewis acid, was converted after five minutes to the extent of 18% to propane. After 15 minutes the relative amount of "propane" had decreased as a result of further acid catalyzed polycondensation reactions. Similarly, isopropyl chloride reacts in HBr-AlBr3 at room temperature to give a gas product which is entirely propane after 2 min. In this system we again begin to see a buildup of heavier hydrocarbon species with time. The fact that the reaction proceeds so rapidly here can probably be attributed to a homogeneous hydrocarbon/acid liquid phase. This last result and additional experiments are summarized in Table IV. 

Figure 3.3 Catalysis with a fluorous phosphane catalyst (21) in a homogeneous hydrocarbon solvent. Because of the very different solubility of 21 in hot and cold octane, the catalyst can be quantitatively precipitated from the reaction mixture by simple cooling to —30°C (the lower scheme was re-drawn from Ref. [22]).

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