I'm also trying to find a Cobb-Litchfield, Connecticut connection. Does the following sound familiar by any chance?
James Thomas Cobb b: 26 February 1792 in Connecticut; m: Catharine Cash 8 October 1824; moved to Mahoning County, Ohio; d: 8 January 1876.
His sister ~
Susanna Cobb b: c1806; m: John R. Richardson 1826 in Portage County, Ohio.
Trying to find further information on their parents and/or siblings.