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I was thinking about a compound resembling $\ce{H2SO4}$ but more acidic. I thought to replace the 2 oxygens with 4 fluorine atoms getting $\ce{H2SO2F4}$, which might be more acidic. Does such a compound even exist?

I also tried searching another compound i.e. $\ce{HOSF5}$ thinking of it to be more acidic than the previous but no results.

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As the comments imply, no dice. You can, of course, make a six-coordinate sulfur compound with the formula $\ce{SF6}$. But trying it with a mixture of oxide, hydroxide and fluoride ligands instead of just fluoride presents the opportunity to evolve $\ce{HF}$ leaving the sulfur with a lower coordination number. There is a five-coordinate compound $\ce{SOF4}$, but otherwise you should expect the sulfur to get down to four-coordination. So the only stable protic acids you can get with one sulfur atom and oxide, hydroxide and fluoride ligands are plain old $\ce{H2SO4}$ and the more strongly acidic $\ce{HSO3F}$.

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