Menzinger
Kessel4LadyByng
To me, Alex Pietrangelo stands out -- a player that the Blues may not want to give his next contract to.
Trade Nylander + a 1st for Pietrangelo at $2m retained. Include something like a 2020 3rd that becomes a 2nd if the Leafs make the finals this year.
The short term hit to St. Louis is hard, bringing in Nylander at essentially $9m next year, but after that season, they'll be left with a 24 year old Nylander at $7m with 4 years left on his deal, a 1st round pick, and not having to give Pietrangelo a questionable long term deal.
From Toronto's POV, Pietrangelo gives them a really solid shot at the cup over the next 2 years, and the $2.5m in savings from Nylander to him buys them the flexibility they need for next year.
They could trade for Pietrangelo without giving up Nylander.
Not to mention I doubt they’d be interested until they see how he looks post injury.