Hi Matt and welcome,
I've seen 16" fronts on sidecar bikes but only in conjunction with an Earles fork conversion.
5"-16 rear is stock size on an XS650 Special so it'll also fit on a Standard.
But a 5"-16 front gets dodgy.
I don't see a 16" rear wheel as an easy fit in an XS650 front fork; even if you sleeved the bearings down to 17mm the hub would be too wide.
Lacing a 16" rim onto a front hub would work although a 5" tyre would have front mudguard clearance issues.
So yeah, it could be done but it'd handle all funny on two back tyres, eh?
[edit]
Grafting in a 16" front wheel out of a Honda VF750F with it's 100/90-16 front tire would work and also quicken the steering.