A Five Fused Ring Non-benzenoid Quinone Containing a Seven-membered Ring: Synthesis and Properties of Cycloheptaceanthrylene-5,8-dione and 1,2-Dihydrocycloheptaceanthrylene-5,8-dione

DOI: 10.1039/P19940001215

Source and publish data:

Journal of the Chemical Society. Perkin transactions I p. 1215 - 1220 (1994)

Update date:2022-08-16

Topics:

Authors:

Morita, Kiyokazu

Aida, Takashi

Morinaga, Kennichi

Tsunetsugu, Josuke

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Article abstract of DOI:10.1039/P19940001215

Cycloheptaceanthrylene-5,8-dione 16 and 1,2-dihydrocycloheptaceanthrylene-5,8-dione 15 have both been synthesized in four steps from aceanthrene 9 in 8 and 7 percent overall yield, respectively.On the basis of their reduction potentials, the compound 16 was shown to be an <18>annulenedione with a higher reduction potential than the isomeric cyclopentapleiadene-5,10-dione 2.An unsuccessful attempt to synthesize cycloheptaceanthrylene 21 as well as the efficient synthesis of aceanthrene 9 from anthracene is also described.

Full text of DOI:10.1039/P19940001215

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