What's the problem? I feed the switch then run three wire from the switch location to each receptacle. Doesn't matter if you daisy chain or home run, depends on the layout. White= neutral, black=hot, red=switch leg.
Red and black to each hot screw of each receptacle after breaking off the shorting tab. If you want a receptacle to have both top and bottom switched, red only to the hots, don't break off the tab. If you don't want a receptacle to be switched, black only, don't break off the tab.
White as always to the other (neutral) side and you don't break off that tab! In this case neutral is only fed from one circuit so no sharing like you are thinking.
Can the switched outlet be on a complete seperate (break the neutral) circuit? This could put 240 in the box?
You could but I don't know why you would want to and with residential it can be a problem because of AFCI requirements. Many ways to do this- I would run a three wire HR, (two circuits opposite phases on black & red) to the switch location. Switch the red, black continues through. Then you wire receptacles exactly as above, keeping in mind that now, if you daisy chain, the conductors must be pig tailed in the box. Yes, there would be 220v between the hots and a shared neutral. The only time you might have to upsize the neutral is if you were doing something like workstations or cubicles with a lot of equipment that uses switching power supplies that create harmonics.
The only time you would break the neutral tab is if you had two completely different circuits, each with their own neutral, feeding the top and bottom of a duplex receptacle. There may or may not be (and there doesn't have to be) 220v between the hots, it would depend on what breakers the two circuits were fed from.
-Hal