Después de intentarlo, llego a la conclusión de que variable
set to {day, month, year} of (current date)
no es una "cadena" con el formato "día, mes, año" sino "daymonthyear".
Así que puedes cambiar el script a
set datesubmit to "27May2016"
set trydate to {day, month, year} of (current date)
log (datesubmit)
log (trydate)
if trydate as string is equal to datesubmit then
log ("works!")
else
log ("doesn't work!")
end if
que no es muy elegante.
Alternativamente, puedes elegir:
set datesubmit to "Friday 27 May 2016"
set trydate to date string of (current date)
log (datesubmit)
log (trydate)
if trydate is equal to datesubmit then
log ("works!")
else
log ("doesn't work!")
end if
Sin embargo, siempre tienes que agregar el día de la semana en la primera variable.
La mejor propuesta (realizada por el propio OP) es:
set datesubmit to "27, May, 2016"
set trydate to day of (current date) & ", " & month of (current date) & ", " & year of (current date) as string
log (datesubmit)
log (trydate)
if trydate is equal to datesubmit then
log ("works!")
else
log ("doesn't work!")
end if