I was able to get IBM-DOS v1.1 running on my P150 IBM Thinkpad 760xl with a 1.44MB 3.5" drive.

What i did was boot the tk image on a 286 in a 5.25 drive... then ran "format /s b:" to an installed 1.44 drive... suprisingly it formatted to 320k... i then copied all files over to the new 3.5 floppy.

i then rebooted from C: into DOS 4 on the 286 and image'd said floppy using an old diskcopy i found on the net to the 286's C: drive (it writes standard disk images like dd)

Popped this 3.5" disk into my thinkpad... and bingo!

Current date is Tue  1-01-1980
Enter new date:
Current time is 19:21:17.54
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The IBM Personal Computer DOS
Version 1.10 (C)Copyright IBM Corp 1981, 1982

A>chkdsk

     322560 bytes total disk space
     9216 bytes in 2 hidden files
     151552 bytes in 27 user files
     161792 bytes available on disk

     654336 bytes total memory
     641936 bytes available on disk

A>_

*happydance*

I can successfully copy this image to a new 1.44M disk in windows using dd for windows...

C:\>dd if=BLANK320.IMA of=\\.\m: bs=320k count=1 NOTE: change \\.\m: to your floppy letter... \\.\a: ... i used a usb floppy M:
rawwrite dd for windows version 0.4beta1. Written by John Newbigin

This program is covered by the GPL.  See copying.txt for details
1+0 records in
1+0 records out

C:\>

Links to stuff i used and the 320k DOS 1.10 image:
DISKCOPY R2.04 (freeware, from simtel i think)
dd for windows version 0.4 by John Newbigin (GPL)
bboot (freeware from SimTel, allows booting from B: drive)
And my 320k image :)

System used to make initial images: Smith Corona/Acer PC210 (286-10 5MB ram 40MB IDE 1.2/5.25 1.44/3.5)

Test boot machine: Thinkpad 760XL (P150 98MB ram 4GB CF/IDE Internal 1.44/3.5)

To transfer files, i use winimage to insert files to a BLANK320.IMA, then dd to write it to a 3.5 floppy. From DOS 1.10 you can copy files from this new format 320 disk, but trying to write to it will corrupt the FAT table. So getting files into DOS 1.10 is easy, It appears to be able to successfully copy files to the modern 320k floppy, and even though chkdsk and dir show errors, they copy back fine in modern windows. haven't tried larger files yet.