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" ... Early interest fit into O’Sullivan’s model of gravitational pull. As Monroe’s Secretary of State (1817-1825), John Quincy Adams labeled Puerto Rico and Cuba “natural appendages of the North American continent.” Once free, both could “gravitate only towards the North American Union.” His contemporaries and successors agreed: Madison tried to buy the island in 1810 and annexationists eagerly awaited its freedom in 1848 as revolution gripped Europe. Yet, Cuba stayed Spanish real estate. ... "