You are correct, long analog lenses can perform really well on digital, I've seen that myself. Shorter analogs (say below 60mm or so) don't perform that well since the lens design then needs to take sensor glass into account due to the low angle of the incoming light, and there's also a higher overall need of correction which older designs don't have. I haven't done this particular comparison though I hope someone has, I'm also interested in the result.
+1 in general
Older+Wide is usually not great with high res digital
Older+Longer is usually good with high res digital
Older+Macro is usually darn good with high res digital
There are exceptions (the Rodenstock 55 is a very respectable lens) but the rules above are pretty good guidelines.
That said I have zero
experience with the two lenses you refer to; I've never gone that long with tech cameras, only to 150mm.