Bittersweet Chocolate Bread Pudding

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4 ounces bittersweet chocolate, finely chopped

1/4 cup boiling water

1 tablespoon unsalted butter, melted

2 extra-large eggs

6 tablespoons sugar, plus more for the ramekins

3 tablespoons unsweetened cocoa powder, preferably Dutch process

3 tablespoons all-purpose flour

1/8 teaspoon finely ground star anise (optional)

1/2 cup half-and-half

1 1/2 tablespoons dark rum

One 3/4-pound brioche or challah, crusts removed, bread cut into 1/2-inch cubes and frozen

Sweetened whipped cream, for serving

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