Aromatic Carbene Transition Metal Complexes

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Aromatic Carbene Transition Metal Complexes
Allison, Neil Thomas
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After an additional 0.5 hour of reflux, the mixture was allowed to stand at room temperature over- night.
The mixture was twice extracted with 200 ml portions of petroleum ether. The organic extracts were dried over anhydrous magnesium sulfate and the solvent was removed in vacuo (rotary evaporator) . The residue was vacuum dis- tilled. This distillate was a mixture of dihydronaphthalene, tetralin, and naphthalene. The amount of the dihydronaph- thalene (0.610 moles) was determined by nmr integ
...ration.
Preparation of l,2-benzo-4- and 1, 2-benzo-6-broraocyclo - heptatrienes (4S, 49) . A mixture of naphthalene, tetra- hydrcnaphthalene , dihydronaphthalene (0.610 moles in a 218 g mixture), benzyltriethylammonium chloride (0.8 g) , and bromo- form 459.4 g (1.8 moles) was mechanically stirred and cooled with a water bath. To this mixture, 500 g of 50% w/w aqueous sodium hydroxide was added dropwise. After 24 hours of stirring, 50 ml of H o was added and the organic layer was washed twice with 250 ml portions of water.


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