some of his friends

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azz

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a. She didn't know that I had talked to some of her friends.
b. She didn't know that I had talked to certain of her friends.

If I say
c. There were some/certain of her friends that she didn't know I had talked to.

The assumption would be that she knew that I had talked to some/certain other friends of hers.

(a) and (b) could always be used if she didn't know I had talked to any of her friends, but could they be used if she knew I had talked to some/certain other friends of hers.
 

teechar

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While some potential for ambiguity may exist, remember that context usually clarifies those things.
Note also that "certain of" is uncommon. Use "some of".
 
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