Are you mad...?
So you have an International Harvester tractor driving down a row of flowering plants vacuuming pollen off of the stamen of the source and and depositing it on the pistil of the target.
...Except that plants that pollinate through insect contact have heavier, stickier pollen than air-pollinating plants, so your vacuum will have to be strong enough to pick up the pollen (against its natural resistance to being picked up by breezes) without damaging it and deposit it without damaging the receptor.
...And do this on some number of flowers per plant, which implies either extended stops by every tomato vine in your south forty while your very expensive-to-run combine is crawling down the furrows, or multiple, remotely- or autonomously-aimed, arms doing the pollination without damaging any of your plants.
Somehow, I don't think that you quite have the simple solution that you think you do.
As to the possible outcome of insect die-offs, I recommend "Dust" by Charles Pellegrino (http://www.sfsite.com/05b/dust33.htm). Tag line: "Good news -- The bugs are gone. Bad news -- We're next!"