Publish/subscribe systems allow for an efficient filtering of incoming information. This filtering is based on the specifications of subscriber interests, which are registered with the system as subscriptions. Publishers conversely specify advertisements, describing the messages they will send later on. What is missing so far is the support of arbitrary Boolean advertisements in publish/subscribe systems. Introducing the opportunity to specify these richer Boolean advertisements increases the accuracy of publishers to state their future messages compared to currently supported conjunctive advertisements. Thus, the amount of subscriptions forwarded in the network is reduced. Additionally, the system can more time efficiently decide whether a subscription needs to be forwarded and more space efficiently store and index advertisements. In this paper, we introduce a publish/subscribe system that supports arbitrary Boolean advertisements and, symmetrically, arbitrary Boolean subscriptions. We show the advantages of supporting arbitrary Boolean advertisements and present an algorithm to calculate the practically required overlapping relationship among subscriptions and advertisements. Additionally, we develop the first optimization approach for arbitrary Boolean advertisements, advertisement pruning. Advertisement pruning is tailored to optimize advertisements, which is a strong contrast to current optimizations for conjunctive advertisements. These recent proposals mainly apply subscription-based optimization ideas, which is leading to the same disadvantages. In the second part of this paper, our evaluation of practical experiments, we analyze the efficiency properties of our approach to determine the overlapping relationship. We also compare conjunctive solutions for the overlapping problem to our calculation algorithm to show its benefits. Finally, we present a detailed evaluation of the optimization potential of advertisement pruning. This includes the analysis of the effects of additionally optimizing subscriptions on the advertisement pruning optimization.