Quoting: Ledge_And_Dairy
Teams are frequently permitted to speak with agents and players prior to making a trade, yes. That does not however change the FACT that they are traded as a pending UFA and then sometimes sign deals after.
There are only 2 sign-and-trades in NHL History. The first was Hossa for Heatley, where Ottawa signed Hossa to an extension and then immediately traded him to Atlanta without telling him he was being traded during the contract negotiations. The 2nd was Matthew Tkachuk to Florida last year because Florida wanted to lower Tkachuks AAV and have him signed for 8 years but Calgary was the only team in the league that could sign him to an 8 year deal.
There has never been a sign-and-trade with a pending UFA as there is zero benefit for the acquiring team to pay extra for them to be pre-signed. And since conditional re-sign picks were made illegal in the last CBA update it is impossible to market a pending UFA as anything more than a rental. So yes actually it is completely unrealistic to think it could play out that way.
This is all true. However, for the Avs to get full value for Toews in any trade scenario, he would have to agree to a new extension with the new team. So he would be given permission to negotiate with teams in advance. If he is going to be a rental anywhere, it will be with the Avs as he is far more valuable to the team as a rental than what he would bring in a trade return from a team that viewed him as a rental.
In the event that Toews wants more money or term than the Avs are willing to give him, I could see this scenario play out:
1. The two sides realize they are too far apart on $ or term to get a deal done.
2. Toews gives the Avs a list of teams that he is willing to sign a long term extension with.
3. Avs find a trade package with one or several of those teams that they would accept for Toews.
4. Toews is allowed to negotiate a new contract with that team(s).
5. If they come to an agreement, then the trade is finalized. Toews signs the extension after the start of the new league year.