Putting together a bebop podcast (which we'll see here whenever I get it finished), this intro from 1941 by Kenny Clarke jumped out at me— the tune is Hot House, and the playing feels more like the end of the swing era than the beginning of bebop:
I have it on a record called The Immortal Charlie Christian, but it has apparently been released under Dizzy Gillespie's name, too:
There's also a little history lesson here. This is very early in the bebop era, and throughout the tune Clarke plays the time on the hihat— Papa Jo Jones's thing, and immediately before bebop, the hip way of playing. He only uses the cymbal as punctuation, like on the little choke he does in the third measure of that intro; he wasn't actually riding on it yet, as was the standard thing a few years later. Thanks to Clarke himself, to be clear.
Examples after the break:
On this tune he plays brushes in a way that seems very reminiscent of the pre-Papa Jo way of playing time: with both hands on the snare drum, with sticks. The “time with punctuations” thing you hear, is to me very swing-era:
Here Clarke does actually play time on the cymbal (probably no larger than 16") part of the time, almost as an arrangement element, for effect, rather than as the default thing it was soon to become: