I will agree with earlier post of a balance between performance and a well behaved saw. Once you have experienced it, it really hard to explain.
I think you can have too much compression. It generates heat, puts extreme load on the rotating assembly. Can it shorten the life of a saw, yes? Is there a magical number, I dont have a solid way to answer other that.
I've ran many good performing saws with pop up, and have dabbled with cutting squishband. If one is superior, it is too many variables and gets down to saw specifics.
I've seen speckles of what I think is detonation but reading up on it mostly related back to quality of fuel or ignition.
Most Stihl manuals state 89 octane or higher. I've tried all, even the true fuel, motomix, vp and regular pump gas. Hard to beat 87 octane properly mixed.
Alcohol needs more compression to get the same btu output as gas. It take roughly 3 times more volume to compare to gas. It does have more of a cooling feature than gas. This could be a plus.
Nitro methane does not take as much compression depending on the nitro content. Things get real using it!!! But my only experiment is with trying to go fast for short periods of time. Ambient temperature plays a huge factor.
E85 was mentioned and it is one I've never tried but the small gains made with alcohol, it is worth exploring. Not for a daily user but for gtg's.
If we could tap into Dennis Cahoons mind, the knowledge and experience he has would be phenomenal to this site. I don't think he will put much on the internet though based on past experiences. If he is saying match fuel to the compression, my thoughts follow the concept of the more compression the higher the octane needed. Higher meaning slower burning but adding oil slows that down and the cost of the higher octane does not seem feasible to a daily user or seasonal firewood cutter. Certainly too expensive for the logger.
I've tried to measure combustion chambers with blue windshield washer fluid and a graduated syringe. I quit because I was hard to get accurate readings.