Hetera-<I>p</I>-carbophanes. IV. The Effect of Rigidity on the Chemical Shifts of Protons in Ansa Chains and Barriers to Rotation of Dioxadioxo[<I>n</I>]paracyclophanes
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概要
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A series of dioxadioxo[<I>n</I>]paracyclophanes with or without methyl groups at the benzene ring were prepared and their PMR spectra compared with those of open-chain analogs as well as with those of paracyclophanes. Rigidity of the ansa chain was found to be an important factor in determining the chemical shifts of the ansa chain protons in addition to the ring current effect. Measurement of the PMR spectra at various temperatures revealed that the chemical shifts of the benzylic protons drifted to a small extent according to temperatures and the phenomenon was attributed to the change of solvation. Barriers to rotation of the aromatic rings in <B>6</B><SUB>15</SUB> and <B>6</B><SUB>16</SUB> were obtained as 23.3 and 11.0 kcal/mol, respectively. The barrier was discussed from the stand point of rigidity of the ansa chain.
- 公益社団法人 日本化学会の論文
著者
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Oki Michinori
Department Of Chemistry Faculty Of Science Okawama University Of Science
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Sakamoto Kazuhiko
Department Of Applied Chemistry Faculty Of Engineering Saitama Universtiy
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