SYNTHESIS OF 1,10-PHENANTHROLINES FUSED WITH BICYCLO[3.3.0]OCTANE AND BICYCLO[3.3.1]NONANE FRAMEWORKS

Abstract

Reactions of bicyclo[3.3.1]nonane-2,6-dione and bicyclo[3.3.0]octane-3,7-dione with 8-amino-7-quinolincarbaldehyde under basic conditions led to fused non-planar compounds with one or two 1,10-phenanthroline moieties. The novel heterocyclic systems – bicyclo[3.3.1]nonano[2,3-b]bis[1,10]phenanthroline, cis-bicyclo[3.3.0]octano[3,2-b:7,6-b']bis[1,10]phenanthroline, bicyclo[3.3.1]nonano[2,3-b:6,7-b']bis[1,10]phenanthroline, 8H-9,16-methanoindolo[2',3':5,6]cycloocta[1,2-b]bis[1,10]phenanthroline have been synthesized and characterized.

Also published in Chemistry of Heterocyclic Compounds, 2012, 48 (6), pp 943-949

http://link.springer.com/article/10.1007/s10593-012-1081-4