Call me stupid but what is the advantage if one loco has to drag the other? Would not a simple dummy be better? I have not tried powering a train with two locos for this reason.
If the layout has any grades, a single loco may not be able to pull a train up the grade unassisted, especially if adding a dummy to the mix which are typically much heavier than a typical freight car.
I personally would put the faster of the two in the lead, but if the difference in speed is more than slight, I wouldn't MU/Double Head them. In the model world we would be MUing them, in the real world MUing, would be Diesels, all connected together through the MU cables, with one engineer, typically in the Lead locomotive controlling all the MUed units. Double heading, in the real rail world would typically be Steam, but any combination of locomotives, where each unit has it's own crew operating it.
If there are crewed locomotives placed mid-train and/or on the rear, those would be considered "Helpers". If the Mid-train, and/or rear units are controlled by radio(without on-board crews actually operating the units) from the Lead unit, then those would be considered DPU's(Distributed Power Units).
How the various units are operated, would effect the proper terminology about what type of service the unit is being used in.
Doug