Issue 0, 1984
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Synthesis and properties of cyclohepta[de]naphthalene-7,8-dione, o-pleiadienequinone

Josuke Tsunetsugu,   Mariko Kanda,   Makoto Takahashi,   Kazuo Yoshida,   Hiroshi Koyama,   Kazuo Shiraishi,   Yutaka Takano,   Masaru Sato  and  Seiji Ebine  

Abstract

Cyclohepta[de]naphthalene-7,8-dione, o-pleiadienequinone (2), was synthesized by hydrolysis of the acenaphthylene–dichloroketene adduct (5); chloro(hydroxy)ketone (6) was the precursor. Compound (2) afforded the triacetate (16) by a Thiele–Winter-type reaction and a phenalene compound (19) by alkaline hydrolysis. Spectral data suggest that the dione (2) has contributions from such canonical forms as 2,3-(2a) and/or 4,5-benzotropolonate (2b) structures. The polarographic E½ value of the dione (2) is –0.23 V at pH 5.28 which is between that of 1,2-naphthoquinone and anthraquinone.

About
Cited by
Related
Download options Please wait...

Article information

DOI
https://doi.org/10.1039/P19840001465
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1984, 1465-1470

Permissions

Request permissions

Synthesis and properties of cyclohepta[de]naphthalene-7,8-dione, o-pleiadienequinone

J. Tsunetsugu, M. Kanda, M. Takahashi, K. Yoshida, H. Koyama, K. Shiraishi, Y. Takano, M. Sato and S. Ebine, J. Chem. Soc., Perkin Trans. 1, 1984, 1465 DOI: 10.1039/P19840001465

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Spotlight

Advertisements