Itunes won't open automatically when I plug iphone in

I have recently had a lot of trouble syncing calendars with my iphone. I have done all sorts of restarts etc. One problem throughout (recent) is that when I plug my ipne in, itunes won't start up automatically and sync. I cannot tick the box on itunes saying "open itunes when this phone is connected" as it is pale grey and won't let me. Anyone any other ideas? Everything is updated.
I am on a mac and running Mac OS X version 10.6.7
itunes version 10.2.2 (12)

Thanks!
The likeliest possibility I can think of based on your symptoms is damaged Apple Application Support program files. (Much like iTunes versions 9.0.x, iTunesHelper requires a properly functioning Apple Application Support in order to work correctly.)
*Assuming that you don't have a Safari for Windows version 4.0.5 installed on that system,* I'd try the following technique with a 32-bit Vista:
http://discussions.apple.com/thread.jspa?threadID=2256037
*If you have a Safari 4.0.5 installed on the system* we'll need to try something different. (We need to make sure that you have an Apple Application Support 1.2.0 on the PC in order for Safari 4.0.5 to work ... at the present point in time, the procedure I outline above will only put an Apple Application Support version 1.1.0 back on your PC.)

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liamua wrote:
Also, related, how do I make iTunes not automatically open when I plug in the iphone/ipad. I keep my music on one computer and not on my work computer, so it is annoying when I plug an iPhone or iPad into the work computer and it automatically opens iTunes.
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Finally, what happened to the delete function on the Image Capture app? It was so easy - import a bunch of photos into a certain folder, then delete those photos off the device through Image Capture.
It's still there (on my Mac)
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Apple, by forcing us to use your consumer products, you are making it so inconvenient for pros who want more control over our process and file structure!
We are just Apple users (like you), we did not do anything. (Including forcing you, nobody did that)
Perhaps you would like to complain to Apple instead of us? Send Feedback to Apple here.

Itunes won't open automatically when I plug iphone in

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