IPod and iMac not speaking

When I link up my iPod nano (2nd generation) to my computer, it doesn't appear in iTunes under Devices.  Tried on both iMac and MacBook.  iPod shows it's charging, so something is getting through, but I need to download new music.  Help!!

First comes first, please understand this ... MP3, ACC are compressed music files which mean they are far from the Audiophile level, unless using at least Lossless format or even better AIFF. So if you are going to keep the music files with MP3 and ACC formats, please do not spend much money on a good audio system. A crap music, its sound quality will only showed more badly on a good HiFi System.
My recommendations
1. Always go to connect the iPod via dock instead of earphone jack
2. For cheaper way, it is better to spend money on iPod speaker dock system e.g. B&W instead of connecting with a HiFi system
http://www.bowers-wilkins.com/display.aspx?infid=2466
3. It is better to play iPod to an external speakers via wire instead of wireless (airport express)
4. If you are seriously enough, and the files are using lossless format then you can think of the following connection ...
iPod (dock) -> Wadia 170i (http://www.wadia.com/products/transports/170i/) digital -> DAC -> Amp -> Speakers
Ok let answer your questions :-
1. iPod shall be good enough to drive the speakers via amp, even your old amp. Make sure you connect it with the right input of the amp e.g. CD, Audio in or Tuner. Make sure you do not have the sound check on.
2. You can connect your iMac in 2 ways, wire and wireless
For wire, connect an audio cable between the earphones jack on the back of your iMac to the CD/Turner/Audio in of the amp
For wireless, you can use the airport express to connect between your iMac and the amp
http://www.apple.com/airportexpress/setup.html

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