Studies on 8,9,10,11-tetrahydro-7H-cycloocta(de)naphthalenes. I. Conformations of 8,8,10,10-tetrasubstituted derivatives of 8,9,10,11-tetrahydro-7H-cycloocta(de)naphthalene.

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概要

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• Several 8,8,10,10-tetrasubstituted 8,9,10,11-tetrahydro-7<I>H</I>-cycloocta[<I>de</I>]naphthalenes (<B>3</B>–<B>9</B>), novel pericyclic compounds of naphthalene, have been prepared through the alkylation reaction of 1,8-bis(bromomethyl)naphthalene and tetraethyl propane-1,1,3,3-tetracarboxylate, and the conformations of the cyclooctene ring in these compounds have been investigated on the basis of the PMR spectra. It is concluded that, at room temperature, the cyclooctene rings of (<B>3</B>–<B>9</B>) are frozen on the NMR time scale and exist exclusively in the boat form <B>15</B>, which is shown to be the most energetically stable conformation for the peri-eight-ring systems from models. Some discussion is also given on the configurations of the substituent groups in (<B>3</B>–<B>9</B>).

• 公益社団法人 日本化学会の論文

著者

• Kamada Toshihiro

  National Chemical Laboratory for Industry

関連論文

• Studies on 8,9,10,11-tetrahydro-7H-cycloocta(de)naphthalenes. I. Conformations of 8,8,10,10-tetrasubstituted derivatives of 8,9,10,11-tetrahydro-7H-cycloocta(de)naphthalene.

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