Scrap Dermott, we'll keep Schenn. Robertson isn't someone we covet especially either.
Amirov
Ritchie
2022 1st round pick
A conditional pick or prospect to named later
I like Amirov, but that's not a good return for us. We have a number of promising young wingers, and need a center prospect or D prospects, especially a big, defensively sound RHD prospect, of Amirov's calibre. So a valuable but unneeded prospect, a late first, a cap dump and a huge question mark. Your offer is miles ahead of the OP, but I feel it's still not a good fit.
This is a "rebuilding", or at least "substantially retooling" trade considering that it converts JT Miller to Nick Ritchie next year, with essentially 0 cap savings. The Canucks will be substantially worse in 2022-23 as a result of this deal (if dealing with Toronto). The focus would be long term.
With these types of trades-- you don't look and say, "I'm going to turn down a high-end prospect because he plays wing, and I might have some other wingers." Teams look for the best package of assets, period. You figure out how they all fit together once they've developed and the team is half-decent.
To turn down the best available package of picks and prospects, betting your hopes on a "defensive RHD" that has likely never played an NHL game, because that's what your team needs today is nonsensical.
Obviously, every team has pro scouts... and if they think Robertson has little NHL upside, then maybe he doesn't work... but you're not a pro scout for the Vancouver Canucks, so aren't really entitled to provide their perspective, and again, turning down the best player(s) available because they play the wrong position for a future projected team is a horrible idea.
If we can get Liljegren included with Amirov somehow, I don't see a way we'd say no. Liljegren isn't quite the bruiser, shutdown D we need, but he can play D just fine from what I've seen.
You might get Liljegren in substitution of a Robertson/Amirov; but I highly doubt the Leafs are willing to part with 2 of them.
As well, Liljegren does pose an additional challenge from Toronto's perspective -- he's waiver exempt. Let's say the Leafs go out and want to add a defenceman (as they most certainly would do if Liljegren was gone), it would put them back with 7 NHL defencemen, but only Sandin that can be demoted. Liljegren holds a decent amount of value for the Leafs as a guy that they can stash in the minors between the deadline and be an NHL-calibre injury replacement in the playoffs.