which he has won a lot of

[navi tasan]

1) I am talking about the Academy Award, which he has won a lot of.
2) I am talking about the Academy Award, which he has won many of.
3) I am talking about the Academy Award, of which he has won many.

4) I am talking about the Academy Award, which you have won two of.
5) I am talking about the Academy Award, of which you have won two.

Are these sentences correct?

 

[Tarheel]

They are all good, I think, if you change it to "Academy Awards" (usually referred to as Oscars).

 

[jutfrank]

You're asking purely about grammar for now I presume.

Right now I'd argue that they are all ungrammatical, but I keep changing my mind.

A quick clarifying question: What do you mean by 'the Academy Award'? Do you mean one specific award or the general concept?

 

[Flask]

1) I am talking about the Academy Award, which he has won a lot of.
2) I am talking about the Academy Award, which he has won many of.
3) I am talking about the Academy Award, of which he has won many.

4) I am talking about the Academy Award, which you have won two of.
5) I am talking about the Academy Award, of which you have won two.

Are these sentences correct?

I find all of them incorrect. The antecedent of "which" is singular; "which" refers to one specific Academy Award, one specific Oscar, not to Academy Awards (Oscars) in general, which is the meaning that is needed in the relative clauses.

In my opinion, one viable fix, at least for (3) and (5) is to add "awards" after "which," so that "which" functions as a determiner (cf. "those awards," "such awards").

3a) I am talking about the Academy Award, of which awards he has won many.
5b) I am talking about the Academy Award, of which awards you have won two.

 

[jutfrank]

In my opinion, one viable fix, at least for (3) and (5) is to add "awards" after "which," so that "which" functions as a determiner (cf. "those awards," "such awards").

3a) I am talking about the Academy Award, of which awards he has won many.
5b) I am talking about the Academy Award, of which awards you have won two.

Good, yes. These sentences 3a and 5b are the ones I was looking for but failed to find.

But I'm thinking that the noun phrase the Academy Award was meant by the OP in the generic sense, rather than referring to a specific award.

 

[Flask]

But I'm thinking that the noun phrase the Academy Award was meant by the OP in the generic sense, rather than referring to a specific award.

Interesting. I don't think "the Academy Award" can be used in a generic sense, unlike, say, "the Congressional Medal of Honor," which can. One can say, "He won the Congressional Medal of Honor," but not *"He won the Academy Award." Academy Awards (Oscars) are always won in particular categories: Best Actor, Best Director, etc. One can say:

He has won an Academy Award.
He has won the Academy Award for Best Actor.
He has won (many/a lot of/two) Academy Awards.

 

[jutfrank]

I don't think "the Academy Award" can be used in a generic sense

I agree.

 

[Tarheel]

Please explain how you can use "the Congressional Medal of Honor" in a generic sense.

 

[5jj]

He won the Congressional Medal of Honor/Victoria Cross/Nobel Peace Prize/etc.

The italicised phrases refer to generic awards, not to individual, specific, pieces of metal and/or paper.

 

[Tarheel]

OK

 

[navi tasan]

Thank you all so much for your replies and contributions to this discussion, which ended up being far more significant than I expected.

A special thanks to Flask for finding an ingenious way to solve the problem.