Synthesis and Conformational Analysis of Spirocyclopropane- and Spirooxirane-annelated Dinaphthobicyclo [4.4.1] undecanes

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Abstract

The preparation and conformational analysis of spirocyclopropane- and spirooxirane-annelated dinaphtho[c,h]bicyclo[4.4.1]undecane derivatives 9, 10, and 11 are reported. Compounds 9, 10, and 11 exist in equilibrium of two nonequivalent chair-boat conformers, of which the predominant conformer in the solution was studied. ^1H-NMR spectroscopic analysis at -60℃ and the calculation of the dipole moment of the conformer revealed that the ratio of the conformers of 9, 10, and 11 is dependent on the polarity of the solvent.

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