OK, you are either confusing me more, OR if I understand what you are doing--YIKES!
, NEVER, join Coax by the method of soldering and tapeing the inner and pulling the shield over and connecting that and tapeing. It destroy's the loading impedance of the coax. If you have to join coax, use a proper coax joiner. But best, never join it at all. Even with the use of a good quality joiner, you can lose 3dB of signal strength. 3dB is significant being half the power transmitted and 25% voltage loss.
Next problem. You may have an arial that is pre-loaded. Are you using a "Pacific Arials" antenna by any chance? These come with a set length of coax and you need to order the antenna with the length of coax you need. DO NOT cut or join these cables
The best choice of PL259 is the one that has the screw into cable type connection. The PL can then be easily removed to run the cable and attached when finished. The use of these means no special crimp tool is required and the ones you have to solder are a pain and easily prone to shorts.
OK, the next point, NEVER, Transmit a VHF without the sheild or inner or no cable at all. You will destroy the output device.
Think about it, what is a sheild for? it is called a sheild for a reason. Otherwise we would use a two core
conductor. Firstly, it is sheilding the VHF signal from disapating out through the cable itself. Remember you want all that transmitting power to get to the Antenna, where it will be strongly radiated in a correctly orientated polar pattern, due to the length and orientation of the wip.
Another critical point, is a "loading" is set up within the cable and hence you get a cable of a 75ohm rating for TV and 56ohm rating for VHF. Break that sheild and you have now destroyed that loading and the transmision point will now be at that break. Some of it may get to the antenna, but it's radiation strength will be poor. Plus the break in the cable is now radiating out VHF everywhere and possibly into other equipment
You maybe lucky enough to get reception and maybe transmission, but it will be far from what the system is capable of and chances are, you will eventually destroy the radio output.