Building New Power Computer

I am trying to decide what main board and CPU I should get. I am wanting to overclock the CPU, an Intel, but I do not know what chipsets do well with this. I could either get the Intel Core 2 Quad Q9300 and the GIGABYTE GA-EX38-DS4, or I could get the Intel Core 2 Duo Q6600 and the GIGABYTE GA-EP35C-DS3R.

Is it worth it to get the better setup? Or will I be fine with the cheaper setup.

I have read some articles that say the Intel X38 chipset is better for overclocking than that of the Intel P35 chipset. But just how much better is it? And how much better is the Q9300 over the Q6600? Is it worth the extra $100+ to get the better MB and CPU?

For Quads, make sure the board you choose has the 8-pin power connector as opposed to just the 4