Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Syntheses of Alkyl Substituted Bis-oxido-bridged [15] annulenones
小川 晴加藤 秀文谷口 陽一
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1977 年 25 巻 3 号 p. 511-514

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Methyl substituted bis-oxido-bridged [15] annulenones III and VIII, n=3 members of [4n+3] annulenone, were prepared starting from 2, 15-dimethoxycarbonyl-[15] annulenone I. Annulenones III and VIII have no appreciable amount of a diamagnetic ring current due to the nonplanar conformations. On the contrary, VI and XI sustain a strong diamagnetic ring current as a consequence of the delocalized14π electron system, whose planarity is enforced by ring formation. On protonation, annulenone III and VIII were converted into stable annulenium ions IIIa and VIIIa, respectively.
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© The Pharmaceutical Society of Japan
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