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「Verb + に(or にも) + Same Verb in potential form + ず」 is a very common phrase pattern that expresses one's inability or hesitation to perform the action described by the verb. See 一-2 in: https://kotobank.jp/word/%E3%81%AB%E3%82%82-592921#E3.83.87.E3.82.B8.E3.82.BF.E3.83.AB.E5.A4.A7.E8.BE.9E.E6.B3.89 「[切]{き}り[出]{だ}すに切り出せず、[今日]{きょう}まできてしまいました。」 ...


2

Semantically, it means 切り出したかったのに切り出せず. (切り出す = to broach (a topic)) [dictionary form of a verb] + に + [nai-form] + ない is an uncommon, emphatic, and literary set phrase which means "want to ~ but can't", "too bad/extraordinary to ~", etc. 泣くに泣けない状況 a situation too bad to cry 笑うに笑えない話 a story too extraordinary to laugh at この料理は食うに食えない this dish is ...


2

This is more of a grammatical construction where you have a verb in base form plus に followed by a negative potential form of the same verb. It basically means that for some prohibiting reason, you couldn't do ~~~ even if you wanted to. 終電を逃したから、帰るには帰れない。(Paraphrasing, "I missed the last train and I have no way to get home.") It looks like in the sentence ...



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