Picking a random server from Dell’s PowerEdge product line, let’s look at R620 model.
Remember: anything blank is unsupported. Qualified is the highest level of certification, and Supported and Limited are defined at the beginning of the doc.

However, if we drill down within the 2016 release, things get a little nuanced. Notice that the Standard and DataCenter versions are checked – Qualified from the central product column – the Essentials Edition is not.

While DataCenter and Standard are indeed more robust versions of Server OS – remember, they are licensed by cores and not by Processor – as Essentials edition is. So while from a hardware perspective, the R620 could almost certainly run Server OS Essentials, the fact that it is a multi-processor with multi-cores makes it impractical to run this version of Server OS as you would need to license Essentials for each Processor. You get much more bang for your buck utilizing Server OS Standard.
Lastly, you’ll also notice for the R620 that is Qualified for Server 2016 but unsupported for 2019 (a handful of other servers fit this bill as well). Something to keep in mind is those servers likely ceased production shortly before 2019 – in the case of the R620, Dell lists the exact EOL (End of Life) on 5/25/2018. If Dell ended manufacturing the server in 2018, they probably aren’t going to have their engineers test the 2019 Server OS.
Bottom: there is a decent chance that the R620 – and other servers that are Qualified for Server 2016 – could run 2019 Server.