Sorry. I still don't have it.
You can DOUBT something, but you can only be DOUBTFUL ABOUT something. I can't get past that in your sentences (subjunctive aside).
"Whether" introduces the idea of a choice. It doesn't seem to make sense to doubt a choice -- unless it be the correct result of a choice.
"Doubtful" and "uncertain" do not quite mean the same thing.
I continue to be puzzled.
"doubtful" does indeed subcategorize an S-bar. Given your highly reliable native intuitions about sentence well-formedness, I must confess to a genuine puzzlement as to why you are implying that "doubtful whether" does not work.
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FYI: doubtful - Definition from Longman English Dictionary Online
There is an underlying choice in my sentences.
'I am doubtful' refers to the unsettled state of my mind regarding my trust in the referent of 'he'. Is he right? Or is he not? I am undecided. Making a decision to trust him is a difficult choice to make.
Probably, but this is not of issue here either.
The goal of my argument is syntactic in nature. Put aside pragmatics, please!
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I'm sort of okay with "It is doubtful whether (or not)...
But I am not okay with "I am doubtful whether...
Not sure why. Maybe I am too old-fashioned with my English for a " Contemporary English Dictionary". For example, I do not accept "As far a the grade..." without including "is concerned".
I agree that we are digressing. Bring me back to earth, and explain how this effects the syntax of the sentence in question.
I meant "as far as a grade (is concerned)...
You know, I may not be smart enough to follow my OWN conversations. I am confused. Can we go "back to basics'?
Ibid.