When I started with my 'starter' lot of willow cuttings from my Dad about 25 years ago, I had 5 from each variety, all about 2' long, and they filled the boot of the car totally! We put them in a slit trench and waited. Some died early on - not well suited for 1,000' and sogginess after their lush life in Norfolk then! After the first winter, the labels had all gone - and as my dad is now my late dad I've never been able to ask him to identify what survived. They brought with them the most amazing, giant caterpillars but sadly they didn't survive into a second year. I never managed to keep them weed free but after a couple of years, we planted them out into three rows, about 10 m apart, which was our first shelter belt. They all grew at different rates and with different forms. I wanted to coppice them, Mr F didn't! So we compromised and coppiced alternate trees in the rows. Big mistake was to think that Blind Alice the Shetland wouldn't notice the new shoots - all the coppiced ones died (no-one believes that you can kill a willow, but we did) and Mr F's viewpoint was reinforced

. Since then he has rarely let me coppice anything except one willow which did so well that he is now agreeing to start on all our patches of mini woodland - hazels, birch, mirabel (which are huge and dominate everything), elder and as an experiment ash - I am hoping that new growth will avoid dieback and that might be a way to keep my affected ashes alive - coppicing every few years.
I wrote all that just maybe to explain why I shall have to try cuttings in large pots although, as you say, they don't do so well. I know I wouldn't keep them weeded and every creature, wild or farmed or pets, will make sure they don't survive in the open ground. But I shall give it a go and as Monty Don says to take cuttings now then I shall start today. My two willow cuttings are ready rooted so will plant them out now - I rooted them in a bowl in the scullery sink so they're water roots but I don't think willow will care.
I do have some acorns (2!) which came back from an island on Loch Lomond but I think they are too small to germinate. I'll try them any way and will get my son to collect more on his next fishing trip, and any other tree seeds he finds there. You've given me confidence to try
I love your attitude - I find myself saying 'I can't' all too often but it's rubbish - perhaps you can and it's worth the try. I think I might try cuttings from more species than I had originally thought, just for the fun of it, maybe some seeds and cones too. It would be good to keep this post going to see our results next year and the year after, and for anyone else who joins in.