In the 1780s Robert Yates stood as a recognized leader of the Antifederalists. He opposed any concessions to the federal congress, such as the right to collect impost duties, that might diminish the sovereignty of the states. When he travelled to Philadelphia in May 1787 for the federal convention, he expected that the delegates would simply discuss revising the existing Articles. Yates was on the committee that debated the question of representation in the legislature, and it soon became apparent that the convention intended much more than modification of the current plan of union. On July 5, the day the committee presented its report, Yates and John Lansing (to whom Yates was related by marriage) left the proceedings. In a joint letter to Gov. George Clinton of New York, they spelled out the reasons for their early departure. They warned against the dangers of centralizing power and urged opposition to adopting the Constitution. Yates continued to attack the Constitution in a series of letters signed "Brutus" and "Sydney" and voted against ratification at the Poughkeepsie convention. [(Source: The Founding Fathers: New York [National Archives and Records Administration])]
These sixteen essays closely parallel "The Federalist", being published during the same time period (October 1787 through April 1788) in the New York Journal. They were widely reprinted and commented on throughout the states.