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[摘要]：The Friedlaender reactions of 4-aminoacridine-3-carbaldehyde with cycloalkane-1,2-diones were examd. The reactions of cycloheptane- and cyclooctane-1,2-diones afforded 3,3'-tri- and 3,3'-tetramethylene-2-(pyrid-2'-yl)benzo[b]-1,10-phenanthrolines in 20% and 80%, resp., 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 temp. while the tetramethylene units are rigid enough to magnetically differentiate all the 8 aliph. protons at room temp. in NMR time scale even though showing two aliph. carbon resonances as expected. |
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