Critics often dismiss Frank Sinatra as a mere ‘pop’ singer and don’t afford him the respect that they give to his contemporaries. He’s often accused of lacking technical vocal mastery and simply a singer who reworked a ‘formula’ over and over again. While Sinatra certainly knew what he liked and what worked for him, to belittle his artistry as a vocalist is unfair and displays a superficial knowledge of his body of work. Perhaps the finest example of his vocal excellence is his work with Brazilian guitarist Antonio Carlos Jobim.

Jobim is considered the founding father of Bossa Nova, and certainly deserves a bulk of the credit for popularizing the genre in North America. His collaboration with Sinatra on a samba tinged album Francis Albert Sinatra and Antonio Carlos Jobim was a critical and commerical success. Sinatra had the highest respect for Jobim as an artist and liked him as a friend. He would try to work out the logistics for the two to record together at several points in his career, but it never came to pass.

“Wave”, written by Jobim and arranged by Eumir Deodato, is arguably the best of all of the Sinatra/Jobim collaborations. It features some great singing by Sinatra, including perhaps the lowest notes ever recorded by “The Voice”. Years later, during his periods of ‘retirement’ it is said that Sinatra would listen to “Wave” just to hear how good he sounds hitting the bass notes.

This song was to have been a featured track on a second collection of Sinatra/Jobim collaborations, but for some inexplicable reason it was never released as such.One story is that Sinatra himself nixed the release because he didn’t like the cover art. The photographer that insisted on posting Sinatra in front of a Greyhound bus mayhave been responsible for depriving the world of a second collection of Sinatra with a bossa nova twist.

“Wave”, along with the majority of the songs intended for the “Sinatra/Jobim” album finally surfaced on “Sinatra and Company” in 1970. The “b” side is some of Sinatra’s ill-fated attempts to cover popular songs of the day (”Close To You”, It’s Not Easy Being Green”, “Leaving On A Jet Plane”). These are recordings that even the most devoted Sinatra-philes collect for the sake of completing a collection only, and a stark contrast to the masterful work with Jobim on the album’s “A” side. “Wave” also appeared on the Reprise box set and of course of the “Complete Reprise Recordings” suitcase collection.

Critic Will Friedwald, who may have written more about Sinatra’s body of work than anyone, praised his recordings with Jobim as having a “flexibility and delicacy, as if they could be blown about by a soft Brazilian breeze”. In any case, the Sinatra/Jobim sessions certainly rank among the finest vocal work of Sinatra’s amazing career.