SANDRO BOTTICELLI’S SMALL, nearly unknown 15th-century masterpiece gives us a human being stripped of all hope. The painting is a metaphysical crucible filled with the woes of the external world, invisible emotions, shame, wailing last things, cataclysmic loss, silence, final journeys, the closing down of life, demonic intensity, and the retraction of self. Often called, perfectly, La Derelitta (or “The Desperate One”), it is the saddest painting I have ever seen, though I’ve never seen it in the flesh. I first saw it in my 20s. I had talked my way into a job showing slides for art-history classes at the School of the Art Institute of Chicago. The afternoon I projected it, it smote me.
There’s no visual way into or out of this picture—no space. It’s all wall,…
