We study semiclassical perturbations of single-degree-of-freedom Hamiltonian systems possessing hyperbolic saddles with homoclinic orbits, and provide a sufficient condition for the separatrices to split, using a Melnikov-type approach. The semiclassical systems give approximations of the expectation values of the positions and momenta to the semiclassical Schrödinger equations with Gaussian wave packets as the initial conditions. The occurrence of separatrix splitting explains a mechanism for the existence of trajectories to cross the separatrices on the classical phase plane in the expectation value dynamics. Such separatrix splitting does not occur in standard systems of Hagedorn and Heller for the semiclassical Gaussian wave packet dynamics as well as in the classical systems. We illustrate our theory for the potential of a simple pendulum and give numerical computations for the stable and unstable manifolds in the semiclassical system as well as solutions crossing the separatrices.