5.9 stroker build

The best that we get here in California at the pump is 91 octane. Adding booster, water injection, E85, reducing timing is all bullshit "fixes" that are not practical or convenient for what is a 100% street car.
For my 440/495, I used dished pistons to stay below 10 to 1. I settled at 9.8 but I also built mine with quench in mind which does add some measure of detonation tolerance.
I was told that a wider bore is more prone to detonation. The 360/5.9 bore is much smaller than a 440 so I'm wondering is you can get away with a bit more squeeze before risking the knock.