Is there any harm in upgrading from 10.5.8 to 10.8?

I'd like to premise this question by saying that I am aware that there is a Downloadable Mountain Lion Recovery Assistant that you can put onto an external hard drive and boot to.  For this question I ask the reader to pretend the 10.8 Recovery Assistant doesn't exist. 
I also ask that the reader provide a reason why in their answer. 
If I have an 2009 iMac with 10.5.8 and a 2011 MacBook Pro with 10.8.4 connected to each other with a firewire cable, is there any harm in putting the iMac into Target Disk Mode, booting the MacBook Pro to Recovery 10.8.4 and Reinstalling Mac OS X Mountain Lion onto the iMac's Macintosh HD? 
I'm wondering if Apple wants people to from Leopard 10.5.8 to Snow Leopard 10.6.8 just for the sake of gaining access to the App Store, or if there is some greater potential for a negative outcome in skipping Snow Leopard 10.6.8 and going straight to Mountain Lion 10.8.4 from Leopard 10.5.8 -- eg. missing filing system prerequisites. 
Thanks, to anyone who responds, for your input

If I have an 2009 iMac with 10.5.8 and a 2011 MacBook Pro with 10.8.4
connected to each other with a firewire cable, is there any harm in
putting the iMac into Target Disk Mode, booting the MacBook Pro to
Recovery 10.8.4 and Reinstalling Mac OS X Mountain Lion onto the iMac's
Macintosh HD? 
You need the drivers for the hardware on the 2009 machine, then comes the problem of updating, reinstalles etc.
You need to go the 10.6 retail disk to 10.8 via AppStore method or...
I'm wondering if Apple wants people to from Leopard 10.5.8 to Snow Leopard 10.6.8 just for the sake of gaining access to the App Store, or if there is some greater potential for a negative outcome in skipping Snow Leopard 10.6.8 and going straight to Mountain Lion 10.8.4 from Leopard 10.5.8 -- eg. missing filing system prerequisites. 
You can download the 10.8 installer and make one of these
http://www.techrepublic.com/blog/mac/how-to-create-a-bootable-usb-to-install-os- x/2699
Problem is of course your 2011 machine is already on 10.8 and if the AppStore won't down it saying "your already on 10.8" then you would have to clone 10.8 on a external drive and disconnect, command option r boot into Internet Recovery to erase the drive and install 10.7, then AppStore download the 10.8 installer to make the USB thumb drive, then upgrade the 2011 machine back to 10.8
Option/alt key to boot off the clone and reverse clone 10.8 old configuration back on. Then use the 10.8 USB to install on the other machine.
    Most commonly used backup methods
https://discussions.apple.com/community/notebooks/macbook_pro?view=documents#/?p er_page=50

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