Struktur
Verb[おう] + とする
Rincian
Standard
Tentang Verb[volitional]とする
When combined with the auxiliary verb う (or よう), とする carries the meaning of 'to try to do (A)', or 'to be about to do (A)'. The case marking particle と in this expression highlights a 'result'.
To use おうとする, modify the (A) verb into its う or よう receiving form, and then add とする.
As う and よう mark volition (the express intent to do something), とする adds the nuance that the express intent has been decided, and all that remains is to 'do' the action. This translates quite closely to 'to endeavor to do' in English, where the past form 'endeavored to do' will suggest that the attempt was unsuccessful.
Caution
ようとする is also regularly used to indicate when one action interrupts another. In these cases, the nuance is not quite 'to have endeavored', but more '(A) was already underway, when (B)'. Again, it will just show that the (A) action was decided upon 100%, when something caused an unexpected change.
Antonim
Terkait
Contoh
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一度に二つのことをしようとするな。
Don't try to do two things at once.
ひよこは親のように飛ぼうとしても、できなかった。
Even though the chick attempted to fly like its parents, it couldn't.
答えようとしたのに、隣の人に遮られた。
I tried to answer but the person next to me cut me off.
見ようとしたわけではないのに、見えてしまいました。
Even though I tried not to look, I inevitably saw it. (It's not like I tried to look)
私は止めようとしたのに、言うことを聞いてくれないんです。
I attempted to stop them, but they won't listen to what I say.
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Verb[volitional]とする – Diskusi Tata Bahasa
Balasan Terbaru (total 13)

EbonyMidget
The general answer from Stackexchange and HiNative seems to be that ようにする follows the second definition on Bunpro “to make sure that”, whereas ようとする is something you’re going to try to do. Perhaps it’d help to think about the N5 point にする to remember the difference.

FredKore
As I understand it, ようにする is usually attached to habits or larger end goals that you are trying to achieve. ようとする is attached to some effort that you are struggling to do.
ジムに行くようにする。I’m trying to go to the gym. (I’m trying to make it a regular habit, but I just started.)
ジムに行こうとする。I’m trying to go to the gym. (…right now, as we speak, but the wind and rain and traffic is making it impossible!)
casual
I don’t understand this test sentence:
ひよこは親のように飛ぼうとしても、できなかった。
Even though the chick attempted to fly like its parents, it couldn’t.Neither Bunpro’s item, nor any of the linked resources explain when Verb[Volitional]としても would be used instead of Verb[Volitional]とする and what the difference is.
A warning note just briefly mentions it as (even if someone attempts to). This sounds like it would be used about hypothetical situations that haven’t happened yet.
In this sentence the situation already happened, the chick already tried to fly like parents and failed.
It sounds to me like 飛ぼうとしたが would be correct for a situation that already happened, but it is marked incorrect.
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