Sonny Corleone, a violent and reckless man who conducted many killings, met his own end in one of the most jarring movie scenes in history. On his way to another job, Corleone stops at a toll booth that he discovers is unnervingly empty of customers. Before he can escape he is cut down by a seemingly endless fusillade of machine-gun fire. For decades after, he once said, strangers would approach him on the street and jokingly warn him to stay clear of toll roads.
Caan bonded with Brando, Robert Duvall and other cast members and made it a point to get everyone laughing during an otherwise tense production, sometimes dropping his pants and “mooning” a fellow actor or crew member. Despite Coppola’s fears he had made a flop, the 1972 release was an enormous critical and commercial success and brought supporting actor Oscar nominations for Caan, Duvall and Al Pacino.
Caan was already a star on television, breaking through in the 1971 TV movie “Brian’s Song,” an emotional drama about Chicago Bears running back Brian Piccolo, who had died of cancer the year before at age 26. It was among the most popular and wrenching TV movies in history and Caan and co-star Billy Dee Williams, who played Piccolo’s teammate and best friend Gale Sayers, were nominated for best actor Emmys.
After “Brian’s Song” and “The Godfather,” he was one of Hollywood’s busiest actors, appearing in “Hide in Plain Sight” (which he also directed), “Funny Lady” (opposite Barbra Streisand), “The Killer Elite” and Neil Simon’s “Chapter Two,” among others. He also made a brief appearance in a flashback sequence in “The Godfather, Part II.”
But by the early 1980s he began to sour on films. He had begun to struggle with drug use and was devastated by the 1981 leukemia death of his sister, Barbara, who until then had been a guiding force in his career.
He returned to full-fledged stardom opposite Kathy Bates in “Misery” in 1990.
Once again in demand, Caan starred in “For the Boys” with Bette Midler in 1991 as part of a song-and-dance team entertaining U.S. soldiers during World War II and the Korean and Vietnam wars. The following year he played a tongue-in-cheek version of Sonny Corleone in the comedy “Honeymoon in Vegas.”
Other later films included “Flesh and Bone,” “Bottle Rocket” and “Mickey Blue Eyes.” He introduced himself to a new generation playing Walter, the workaholic, stone-faced father of Buddy’s Will Ferrell in “Elf.”
Married and divorced four times, Caan had a daughter, Tara, and sons Scott, Alexander, James and Jacob.