This is advice, not an answer: You are much, much better off using dedicated mailing list software. mailman is an oft-used example, but something as simple as mlmmj may suffice. Sending mass mails is actually a more difficult task than it actually appears to be. Not only do you have to send the mails, you also have to keep track of "dead" addresses to avoid your mail, or worse, your mailserver, being marked as spam. You have to handle people unsubscribing for much the same reason.
You can implement these things yourself, but particularly bounce handling is difficult and unrewarding work. Using a mailing list manager will make things a lot easier.
As for how to make your mail palatable for yahoo, that is another matter entirely. For all its faults, they seem to put great stock in SPF and DomainKey. You probably will have to implement them, which will require co-operation from your mail server administrator.