If I am reading the WHO data, it talks about "target population" immunised, which is a very different thing to entire population. Target population appears to be 9 month olds for first measles or those scheduled for a series of MMR up to age 6.
I make it:
26 million total population, thereabouts
334 cases of measles in 2010
Last time they surveyed coverage of target population (1995) - coverage was 97%.
We don't know enough about these figures to start using them to do calculations of our own.
RE: passive immunity - it is useful but is not a bomb proof shield. When the maternal passive immunity wears off the baby's immune system will start forming its own immunity to things, and be able to produce its own antibodies, which are specific to individual diseases.
RE: whooping cough. Given we agree, I think, that it would be difficult to eradicate whooping cough from the population it is clear that the more immunised children the better. This is the best way of protecting vulnerable newborns. The logic of this is, I suggest, because if you have an unvaccinated population most of the infections will occur in the very young. So toddlers and newborns. Those least able to withstand this awful disease. Older children and adults in this unvaccinated population would be the ones that survived and have good immunity as a consequence. Once you have a vaccine, albeit an imperfect one, the logic is clear.