Avgas isnt rated by the Research Octane method. Its rated by the ASTM rich/lean scale. Big differance...
It's worth mentioning that 100LL is rated for octane number by 'research octane' only...
Looks like we're both wrong on this one (though I think you were a bit closer to the mark than I was):
http://www.prime-mover.org/Engines/GArticles/octane.html
I'm not aware of any two-stroke oils that don't like lead, either. But if there was going to be a problem, it would be a bad interaction 'tween lead and the oil. Small two-strokes don't have an oiling 'system', so plugging up small pressure orfices will obviously not be an issue.
BTW, If toluene is so "piss poor", then you must have been really unhappy with fuels refined twenty years ago, back before they went to the extra refining steps to remove the last of it to reduce NOx emissions. As I recall, the fuels back then ran just fine in two strokes, toluene and all.
The fact is, most commercial octane boosters of the 'lead free' variety are nothing more than toluene or toluene/xylene blends. The big article on octane boosters in Motorcross Action a while back mentioned this. (MXA also raised the objection that some additives in avgas are incompatible with two-stroke oils) No mention that toluene is a "piss poor" octane boosters for two-strokes, which were the subject of the article. If you want to bump up octane cheaply, try toluene. It's only a couple of bucks a gallon, and was in the gas for years anyway, so you're not really in uncharted territory.
MXA probably publishes their old mag articles online, as do a lot of rags lately, so if you search a bit, you can prob'ly find the full text of the article I'm referring to.
Jimbo