Because we keep seeing it as Columbus fans, no, Boone Jenner is not going to be traded to the Leafs. Yes, the Leafs could use a Jenner. Yes, every other team in the league could use a Jenner. Toronto isn't special.
Columbus trading Jenner would be a huge ask. With his contract, captaincy, and intangible value to the team, Columbus would be giving up their heart and soul. As an exercise, here's a few comparable players in value to their team at the time and contract term remaining that I think would be a similar ask:
2010-11 Ryan Getzlaf - age 25, captain, 2 years left at $5,325,000
2017-18 Mark Giordano - age 34, captain, 4 years left at $6,750,000
2011-12 Dustin Brown - age 27, captain, 2 years left at $3,175,000
2017-18 Gabriel Landeskog - age 25, captain, 3 years left at $5,571,429
2013-14 Jamie Benn - age 24, captain, 3 years left at $5,250,000
2016-17 Alex Pietrangelo - age 27, captain, 3 years left at $6,500,000
2015-16 John Tavares - age 25, captain, 3 years left at $5,500,000
2016-17 Claude Giroux - age 29, captain, 5 years left at $8,275,000
2019-20 Patrice Bergeron - age 34, captain, 2 years left at $6,875,000
And finally:
2003-04 Mats Sundin - age 32, captain, 3 years left at $6,530,000
The ask would be insane for any of these players, and the ask is insane for Jenner. No, he's not as good as any of them, but he's cheaper than almost all of them and still playing top-line minutes.
Point is: These players weren't going anywhere, and neither is Jenner. Stop asking.
Those aren't very good comparables by actual stats outside of your feelings ... and your feelings don't matter. Jenner wouldn't have actual value close to those players because he's not as good a player. You say his value is that he is the 'heart and soul' of the team but heart and soul has shown to carry little value in the marketplace historically.