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4901546 
Journal Article 
Synthesis and properties of 3,3 '-polymethylene-2,2 '-bibenzo[b]-1,10-phenanthrolines 
Rahman, AFMM; Jahng, Y 
2008 
Yes 
Heterocycles
ISSN: 0385-5414 
75 
4 
871-877 
WOS:000255329400006 
The Friedlander reactions of 4-aminoacridine-3-carbaldehyde with cyclcoalkane-1,2-diones were examined. The reactions of cycloheptane- and cycloocatane-1,2-diones afforded 3,3'-tri- and 3,3'-tetramethylene-2(pyrid-2'-yl)benzo[b]-1,10-phenanthrolines in 20% and 80%, respectively, while reactions with butane-2,3-dione, cyclopentane-1,2-dione and cyclohexane-1,2-dione afforded only unexpected benzo[b]-1,10-phenanthroline. The trimethylene-bridge is flexible at room temperature while the tetramethylene units are rigid enough to magnetically differentiate all the 8 aliphatic protons at room temperature in NMR time scale even though showing two aliphatic carbon resonaces as expected.