Well as far as vacuum goes. Too much vacuum to the transmissions will cause early and soft shifts, too much will cause late and hard shifts. Your problem sounds more like the bowden cable to me. Look on top of you valve cover, for a cable that operates when you work the gas(err, throttle) pedal. It's basically one more adjustment and tells the tranny where to shift in relation to the pedal position. It may be too tight. Loosen it by the cable adjustment, ie; make fewer threads visible. You can just rotate it by hand. When the bowden cable is too tight, it makes the transmission think you are deep into the pedal when you are not, resulting in extremely late shifts, or having to back off the pedal to get it to shift. Worth a try..
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'79 300D, Ivory "Gunther" ......going
'81 300SD, Metallic Blue Silver, The Grey Ghost.....going
'87 300D Turbo ...gone
'05 CDI.... gone
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