I am curious to know how well 700mhz vs 450mhz, on analog simplex, works on the fire ground, especially inside large metal buildings or something like a multi story or high rise type building?
I would suggest searching the web for "UHF vs 700 propagation" and "UHF vs 700 in-building penetration", where you will find no shortage of answers. You'll get even more results if you search on 800 instead of 700, however the same principles apply since the two bands share nearly identical characteristics, which is why it's not uncommon for some trunked sites to have a mixture of 700 and 800 frequencies. They are treated as a single band when it comes to the majority of infrastructure and subscriber equipment, and it would be pretty rare for you to find any hardware these days that is purely 700 or 800, but rather 700/800.
As to whether analog vs digital affects how far a signal travels or how well a signal penetrates in-building, the simple answer is "no". RF is RF. There are differences when it comes to how well that RF will be received based on the strength of the signal. Analog gets noisy to the point where it's nearly impossible to recover anything intelligible, and you'll just hear static. Digital tends to be "all or nothing", although it's not uncommon to have some words drop out due to intermittent bit error.
There are some who swear by analog because even when the signal fades a bit, you can still generally make out what is being said through the noise. Others swear by digital as the transmissions are devoid of noise due to a weaker signal. As long as the vocoder can recover the majority of the bits, the transmission will be clear on the receiving end.
I've always been a proponent of KISS...analog simplex is pretty foolproof when it comes to fireground comms. It just works, and has for decades. There is a reason why the FCC allows for low power analog operation on some 700 MHz frequencies, because they acknowledge that there are going to be agencies that want to follow the NFPA recommendations, however they also need to operate in the 700 MHz band.
That being said, the P25 vocoder has come a long way since the early days. The ABME+2 vocoder does a much better job dealing with loud background noise (common on the fireground), and improvements to that technology are continuously being made. It wouldn't be entirely fair to judge digital based on reports from 20+ years ago, which unfortunately many are quick to do.
While I would personally stick with analog simplex, I also acknowledge that digital has improved, and so it's nowhere near the epic fail it once was.
Oh and as to your original question...the issue with digital aren't that you can't "hear it" well, but rather that the encoding of clear voice can suffer when there is loud background noise. If you've ever had an APX with a 3w speaker on full volume listening to the Rockland or Orange systems, you'd know that it's plenty loud.