Um..wait a minute...I think I spoke too soon...
1 x 18v 100w w/2 diodes.
Single bypass drops voltage from 18v to 9v for 100% loss.
2 x 18v 50w w/1 diode ea., in series.
Single bypass drops voltage from 36v to 18v for 50% loss.
So yea, even with only one diode each, there is more shade tolerance with 2 x 18v 50w in series over a single 18v 100w.
BUT...what about...
2 x 18v 100w w/2 diodes in series - vs. - 4 x 18v 50w w/1 diode in series?
2 x 100 in series is 36v.
Single bypass drops 9v from 36v to 27v.
Second bypass drops from 27v to 18v.
Third bypass drops to 12v - 100% loss.
4 x 50 in series is 72v.
Single bypass drops 18v from 72v to 54v.
Second bypass drops to 36v
Third bypass drops to 18v.
Fourth bypass drops to 0v - 100% loss.
So again, more shade tolerance.
But what about parallel?
1 x 18v 100w, 2 diodes.
Single bypass drops to 9v - 100% loss.
2 x 18v 50w, 1 diode ea., parallel.
Single bypass drops one panel to 0v, but the other panel is still at 18v - 50% loss.
2 x 18v 100w w/2 diodes ea., parallel.
Single bypass drops one panel to 9v - 50% array loss.
Second bypass on same panel, no difference.
Second bypass on other panel - 100% array loss.
Third bypass - 100% array loss.
4 x 18v 50w w/1 diode ea., parallel.
Single bypass drops one panel to 0v, three still at 18v - 25% array loss.
Second bypass, two at 0v, two at 18v - 50% array loss.
Third bypass, three at 0v, one at 18v - 75% array loss.
Fourth bypass, four at 0v - 100% array loss.
So yet again, more shade tolerance.
So yea, no matter how you rig it, series or parallel, two 18v 50s each with a single diode beats one 18v 100 with two diodes on shade tolerance. Same with 4 18v 1 diode 50s vs. two 18v 2 diode 100s.
If you could find 4 18v 50s with two diodes each, it wouldn't gain anything over one diode each if wired in parallel (one bypass on a panel drops the panel to 9v which is 100% loss of that panel), but in series it would double the shade tolerance: 72v, 63v, 54v, 45v, 36, 27v, 18v, 9v - 8 bypasses to get down to 100% loss.