It's trivial. Any PEG parser I add on top automatically communicates all the highlighting, indentation data and all that to the tools (and it's inferred from the declarative spec, no additional user input is required). Underlying typing engines do the same, for the nice tooltips and code completion. The very compiler core doest the same with all the symbol definitions, dependencies, etc. Easy.
The way you express DSLs is something that needs to be understood by language tooling, so it belongs in the language spec.
So, in your rot13 example compiler would rat all the new identifiers with their origins to the tools.
How can the compiler know which identifier connects to which origin, unless because the macro complied with some standard/restriction/protocol? From a certain perspective all I'm suggesting is making these protocols part of the language standard - that is, define the DSL that's used to define DSLs, rather than allowing macros to consist of arbitrary code.
I've got some code published, but not that much in writing, planning to fix it some time later. See the stuff at my github account (username: combinatorylogic). Relevant things there are Packrat implementation, literate programming tools and an Emacs mode frontend.
Well, by that definition you get exactly the same if the host language of your DSL is statically typed and doesn't use macros. Custom syntax is custom syntax and whether tools/IDEs understand it has nothing to do with the host language.
Of course macro+syntax extension got absolutely nothing to do with what you can achieve in a language without macros.
And, no, you did not understand. Any custom syntax you're adding (if the right tools are used, like mine, for example) would automatically become available for your IDE and all the other tools, because they're reusing the same compiler front-end.
Just being able to execute the macro isn't enough for the IDE though. E.g. if a macro is "rot13 all identifiers in this block" then sure the IDE can run it, but it can't offer sensible autocompletion inside the block without understanding more about the structure of the macro.
But, yes, you cannot do it with the Common Lisp approach, where macros operate on bare lists, not the scheme-like syntax objects. The problem here is that the lists had been stripped from the important location metadata. For this reason I had to depart from the simple list-based macros and using custom syntax extension with rich ASTs underneath. Still, on top of a Lisp.
I agree that this is very rarely practically important - but if you think about it that's precisely the fact that a more restricted alternative to macros should be adequate.
EDIT: Which is obviously impossible if you assume a Turing Complete macro expansion language.