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I am looking to have a program that can shift between a few different email accounts and am personally storing credentials. I noticed that:

 SendMail[<|"To" -> "***@***.***", "Subject" -> "SubjectForEmail", "Body" -> "SomeText", "From" -> "***@***.**", "Server" -> "smtp.***.***", "UserName" -> "***@***.**", "Password" -> "***", "PortNumber" -> 587, "EncryptionProtocol" -> "StartTLS"|>]

Works great. However:

 SendMail[Join[<|"To" -> "***@***.***", "Subject" -> "SubjectForEmail", "Body" -> "SomeText", "From" -> "***@***.**", "Server" -> "smtp.***.***", "UserName" -> "***@***.**", "Password" -> "***", "PortNumber" -> 587, "EncryptionProtocol" -> "StartTLS"|>]]

Fails every time and asks for me to sign in with a Wolfram account (obviously ignoring the parameters that it was given)

Note:

Join[<||>]//Head

-> Association

<||>//Head

-> Association

It's the same type and has the same contents. SendMail[] just doesn't like it after it is Join[]ed.

Have I missed something in the SendMail[] or Join[] documentation? Is this something special about Associations?

Any help is appreciated.

EDIT:

After goofing around with this, I figured out that SendMail[#]& @ Join[<|...|>] works for some reason. (Note: SendMail @ Join[<|...|>] does not work)

I'm not marking this as answered yet because I have absolutely no idea why this solution works and would appreciate any insight you might have.

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    $\begingroup$ What happens if you use Identity instead of Join ? What happens if you do SendMail[Evaluate[Join[...]]] ? $\endgroup$ Commented Jul 19, 2020 at 20:20
  • $\begingroup$ No luck with Identity but SendMail[Evaluate[Join[...]]] seems to work. I think that solves it. I had no idea that SendMail[] might hold the evaluation. $\endgroup$ Commented Jul 20, 2020 at 2:02

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It seems that SendMail[...] holds the evaluation until later. To counteract this, use the pure function that I suggested in my post or use the solution proposed by flinty which is SendMail[Evaluate[Join[...]]]

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    $\begingroup$ I suspected this much. It's a shame the documentation of SendMail doesn't seem to mention it anywhere. $\endgroup$ Commented Jul 20, 2020 at 2:16

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