It is an interesting question. I can't really help with the specific whiskies since I have only drunk one of those on your list. I can pass on a few suggestions though.
One interesting way to pair American whiskies is to compare different products from the same distillery, perhaps different ages of the same spirit or barrels that have been selected for different taste profiles. Alternatively, you can compare different distilleries. This will allow you to compare different mash bills among other things.
You might want to add a few more types of whiskey to your list. Some straight ryes like Wild Turkey Rye 8 yo 50.5% abv or a straight corn. Pairing Platte Valley Straight Corn 3 yo 40% with a number of bourbons was very interesting. It helped me to pick out the corn flavors in the bourbon and also the effect of the new charred barrel on the bourbon as straight corn whiskey is aged in used cooperage, if it is aged at all. There is a straight corn whiskey called Georgia Moon that is unaged. It comes in a Mason Jar. I wish I could get a hold of some of that! Old Charter Straight Bourbon (There are several ages, etc.) is also good for that as I understand that it has a very high corn content in its mash bill.
Here is a link to a Straight Bourbon page that lists many bourbons and the distilleries from which they come. I think that some of the "distillers" really buy bulk whiskey or have whiskey made for them to their specifications. I wish I could steer you to a similar page listing mash bills.
http://www.straightbourbon.com/brands.p ... e=bottling