from my debian wheezy 7.4 64bit system KDE with azio 2.1 bluetooth usb adapter I was able to pair and send files to a LG 769 with bluetooth 3.0 no problems. can send files my Sony Ericsson W810I with bluetooth 1.1 no problems. I can send files from my N900 to my wheezy 7.4 system no problem.

tried to setup daemons for debug and am checking log files. got syslog installed on the n900 but not getting much for info from it.
edit:
found this searching the net after toying around with bluetoothd,obexd and system logs.

obexd is refusing large files
https://gitorious.org/maemo-bluetoot...bian/changelog

I have obexd 0.18-0maemo6+0m5 OBEX Server
installed.

edit:
installed from cssu testing repositry
rtcom-eventlogger-async
librtcom-eventlogger1-async
obexd_0.46-1
obexd-client_0.46-1

that didnt cure my problems. though was getting a error in syslog.
obexd : PUT(0x2), FORBIDDEN(0x43)

I flashed my n900 with combine and reinstalled stuff then installed cssu testing
so far it looks like this has not cured my problem
edit:April 2 2014
today I received a IO Gear USB 2.0 Bluetooth 4.0 adapter
backwards compatible with Bluetooth 1.1 and up.
I have played around with CSSU testing 21.2011.38-1Tmaemo9.1 (01.01.2014)
File Manager now has send via bluetooth option, you can view other bluetooth devices and the shared folders on them. I have tried sending and receiving files with File Manager though everytime the connection gets bungled up and errors out ending bluetooth connnection. for some reason the bluetooth option in file manager stopped working. I shut down the phone left it be for hours started it up and File Manager bluetooth viewing worked again but the connection and file transfers would error out again.