Here's some of what U2's Bono had to say about Sinatra at the 1994 Grammy Awards:
Rock and roll people love Frank Sinatra because Frank Sinatra has got what we want--swagger and attitude. He's big on attitude. Serious attitude. Bad attitude. Frank's the chairman of the bad. Rock and roll plays at being tough, but this guy, well, he's the boss. The boss of bosses. The man. The big bang of pop. I'm not going to mess with him. Are you?
I agree with Bono to some degree, though it was his voice and phrasing, even more than the tude. But I can't think of a particular album of extra note. Rather is was his overall career.