Try to desaturate a rainbow, then you will see why it doesn´t work. To be able to get difference withing some colors of some densities, you need to work with filter, or after desaturation it will all look just the same gray. Like I wrote before, you cannot put millions of colors into 255 shades of gray just like that, things will even out. So if there is a color that needs to stand out in the conversion, you need to work with filters.
The two examples you showed, are really bad, because in the color version, there is almost no color. They are bothe almost monochrome already
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