The wires aren’t the main blocker to my mind - the sheer length of them on existing roads is. There is a reason we don’t do super long trucks already. They would for example block 2/3rds of an onramp merge zone as they passed.
IF we did gigantic trucks they’d be so severely limited in what roads they could use before being ‘broken down’ in to smaller units for the final delivery that we might as well just make trains.