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That is pretty much how I think of dated names vs. classic names as well. Even if a name isn't nearly as popular as it used to be, I usually still see it as classic if it was well-known and regularly used prior to and after its heyday.

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Laura, Mary, and Rebecca are names that seem like classics to me even though they aren't as popular as they once were.

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"Dated" names that come to mind:
Brittany - I think of the 1980s-1990s.
Tiffany - 1970s-1980s.
Karen - I think of the 1940s-1960s in particular.
Sharon - Mostly the 1940s-1960s, but it seems somewhat early 1970s to me too.
Brenda - 1950s and 1960s.
Kathy / Cathy - Katherine is a classic, though.
Carol - I automatically think of the 1930s-1950s.
Donna - 1930s-1960s.
Lindsay - 1980s-1990s.

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Diana is a name that is on the cusp of dated and borderline in my mind. I think of the 1940s-1960s when I hear it, but it is still regularly used and has been in regular use for quite some time. Diane definitely seems more dated to me. Aside from a friend with the middle name Diane, I don't know of anyone who was born after the 1960s who is named Diane. I have met people in their twenties named Diana, though.

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Dakota, Mackenzie, and McKenna will eventually seem dated. They already strike me as 1990s-early 2000s names.