he needed someone with an ability to fly and someone that could incapacitate the intended victim/victims covertly since he intended to use Naruto and Bee as leverage. Would've been a problem using someone that had no flight ability and a sealing mechanism that didn't allow for the victims to be released.
so true, also that crow would have probably popped out of Naruto's mouth at that point releasing Kotoamatsukami on Itachi or possibly even Kabuto if he got in the way somehow instructing Kabuto to "Protect the leaf" further messing up the war plans XD