Side-chain reactions in π-chromium tricarbonyl complexed arenes : II. Elimination from (2-phenylethyl tosylate)- and (2-phenylethyl bromide)-chromium tricarn the reaction with ethanolic sodium ethoxide

Add time:09/01/2019    Source:sciencedirect.com

The rates of elimination with sodium ethoxide in ethanol of the(2-phenyl-ethyl bromide)chromium tricarbonyl and of the(2-phenylethyl p-toluenesulphonate)chromium tricarbonyl weredetermined over a range of temperatures. The substrates gave thecomplexed styrene in 100% (Br) and 97% (OTs) yield. For comparisonthe rate of elimination of the uncomplexed 2-phenylethyl and2-(p-nitrophenyl)ethyl bromides and tosylates were measured. Complexation stronglyincreases the rate of elimination, although the effect is much lessmarked than that of a p-nitro group. The reasons for the kineticnon-equivalence between Cr(CO)3 and p-NO2 groups arediscussed.

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