The Journal of Organic Chemistry

Polyaza cavity shaped molecules. 2. Annelated derivatives of 2, 2'-biquinoline and the corresponding N-oxides

RP Thummel, F Lefoulon

Index: Thummel, Randolph P.; Lefoulon, Francois Journal of Organic Chemistry, 1985 , vol. 50, # 5 p. 666 - 670

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Citation Number: 57

Abstract

The reaction of o-aminobenzaldehyde with cyclic 1, 2-diketones provided 3, 3'-annelated derivatives of 2, 2'-biquinoline. The reaction with 1, 2-cyclododecanedione stopped at the monocondensation stage. High-resolution NMR spectra demonstrate that the dimethylene- and trimethylene-bridged systems are undergoing rapid conformational inversion at room temperature while the tetramethylene-bridged system is conformationally rigid. The ...