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Paper | Regular issue | Vol 75, No. 10, 2008, pp.2507-2512
Published online, 9th June, 2008
DOI: 10.3987/COM-08-11423
Benzo[b]-1,10-phenanthrolines. V. Synthesis and Properties of 3,3’-Polymethylene-2-(pyrid-2’-yl)benzo[b]-1,10-phenanthrolines

A. F. M. Motiur Rahman and Yurngdong Jahng*

*College of Pharmacy, Yeungnam University, Gyeongsan 712-749, Korea

Abstract

A series of 3,3’-polymethylene-2-(pyrid-2’-yl)benzo[b]-1,10- phenanthrolines were prepared by the Friedländer reactions of 4-aminoacridine-3-carbaldehyde with pyrido[b]cycloalkanones as potential tridentate ligands. Dehydrogenation of dimethylene-bridged system afforded the corresponding fully aromatized system. Flexibility of annulated bridges is highly dependent on the length of the carbon chain, where the tetramethylene-bridge is rigid enough to differentiate eight bridge protons in 1H NMR time scale at rt.