Cannot sync my IPhone without being tethered to my computer/Itunes

I have done all the updates and have the latest Itunes (10.5.2.11) and latest operating system (IOS5) and ICloud, on my IPhone (3G). It worked for a while; all I would have to do is get my phone close to the computer and it would sync. Now, it doesn't do that. I have to attach it to my computer with a USB cable in order to get it to sync. I have looked through the boards and have found similar situations but the solutions offered haven't worked.
Also, when it does sync (while tethered) it won't sync new contacts I've entered into my IPhone with Outlook. It WILL sync a new calendar appointment from my IPhone to Outlook, but not a new contact. Anyone know why?
Any help would be appreciated....
Thanks in advance!
Rebecca

Thanks for your response. I did what you suggested for Issue 1. I can now sync wirelessly, but I still have to open ITunes and click the "Sync" button to get it to start. It used to be that Itunes would automatically open and sync when I got my phone anywhere near my computer. I'd like to get to that point again. Any further suggestions?
thanks again.
Rebecca

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