arenes are down in the polyarylmethane region and should be amenable to direct equilibrium measurement. Unfortunately, with CsCHA the higher polycyclic benzenoid hydrocarbons rapidly form radical anions such that we have been unable to accomplish such direct measurement.The present pK results may be related to the exchange rates of Ebel and Ritterbusch with lithium W-methylanilide at 150°.23 Their relative deuterium exchange rates for TPM, DPM, and 9-methylphenanthrene give a Brpnsted a of about 0.26 at 150°, a value that corresponds to ~0.37 at 25°if the effect is all in AH*.Hence, this reaction is much like that with LiCHA except that the anilide ion is a weaker base and higher temperatures are required for equivalent reactivities.

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