Artigo Revisado por pares

Synthesis and Properties of Azuleno[1,2,3‐ cd ]phenalene

1975; Wiley; Volume: 14; Issue: 3 Linguagem: Inglês

10.1002/anie.197501702

ISSN

1521-3773

Autores

Ichiro Murata, Kazuhiro Nakasuji, Kagetoshi Yamamoto, Tomoo Nakazawa, Yutaka Kayane, Akira Kimura, Osamu Hara,

Tópico(s)

Organic Chemistry Cycloaddition Reactions

Resumo

Angewandte Chemie International Edition in EnglishVolume 14, Issue 3 p. 170-171 Communication Synthesis and Properties of Azuleno[1,2,3-cd]phenalene† Prof. Dr. Ichiro Murata, Prof. Dr. Ichiro Murata Department of Chemistry, Faculty of Science, Osaka University, Toyonaka, Osaka 560 (Japan)Search for more papers by this authorDr. Kazuhiro Nakasuji, Dr. Kazuhiro Nakasuji Department of Chemistry, Faculty of Science, Osaka University, Toyonaka, Osaka 560 (Japan)Search for more papers by this authorDr. Kagetoshi Yamamoto, Dr. Kagetoshi Yamamoto Department of Chemistry, Faculty of Science, Osaka University, Toyonaka, Osaka 560 (Japan)Search for more papers by this authorTomoo Nakazawa, Tomoo Nakazawa Department of Chemistry, Faculty of Science, Osaka University, Toyonaka, Osaka 560 (Japan)Search for more papers by this authorYutaka Kayane, Yutaka Kayane Department of Chemistry, Faculty of Science, Osaka University, Toyonaka, Osaka 560 (Japan)Search for more papers by this authorAkira Kimura, Akira Kimura Department of Chemistry, Faculty of Science, Osaka University, Toyonaka, Osaka 560 (Japan)Search for more papers by this authorOsamu Hara, Corresponding Author Osamu Hara Department of Chemistry, Faculty of Science, Osaka University, Toyonaka, Osaka 560 (Japan)Department of Chemistry, Faculty of Science, Osaka University, Toyonaka, Osaka 560 (Japan)Search for more papers by this author Prof. Dr. Ichiro Murata, Prof. Dr. Ichiro Murata Department of Chemistry, Faculty of Science, Osaka University, Toyonaka, Osaka 560 (Japan)Search for more papers by this authorDr. Kazuhiro Nakasuji, Dr. Kazuhiro Nakasuji Department of Chemistry, Faculty of Science, Osaka University, Toyonaka, Osaka 560 (Japan)Search for more papers by this authorDr. Kagetoshi Yamamoto, Dr. Kagetoshi Yamamoto Department of Chemistry, Faculty of Science, Osaka University, Toyonaka, Osaka 560 (Japan)Search for more papers by this authorTomoo Nakazawa, Tomoo Nakazawa Department of Chemistry, Faculty of Science, Osaka University, Toyonaka, Osaka 560 (Japan)Search for more papers by this authorYutaka Kayane, Yutaka Kayane Department of Chemistry, Faculty of Science, Osaka University, Toyonaka, Osaka 560 (Japan)Search for more papers by this authorAkira Kimura, Akira Kimura Department of Chemistry, Faculty of Science, Osaka University, Toyonaka, Osaka 560 (Japan)Search for more papers by this authorOsamu Hara, Corresponding Author Osamu Hara Department of Chemistry, Faculty of Science, Osaka University, Toyonaka, Osaka 560 (Japan)Department of Chemistry, Faculty of Science, Osaka University, Toyonaka, Osaka 560 (Japan)Search for more papers by this author First published: March 1975 https://doi.org/10.1002/anie.197501702Citations: 14 † The Chemistry of the Phenalenium System, Part 20.—Part 19: I. Murata, K. Yamamoto, and Y. Kayane, Angew. Chem. 86, 862 (1974); Angew. Chem. internat. Edit. 13, 808 (1974). AboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onEmailFacebookTwitterLinkedInRedditWechat No abstract is available for this article. References 1 The Chemistry of the Phenalenium System, Part 20.—Part 19: I. Murata, K. Yamamoto, and Y. Kayane, Angew. Chem. 86, 862 (1974); 10.1002/ange.19740862308 CASGoogle Scholar Angew. Chem. internat. Edit. 13, 808 (1974). 10.1002/anie.197408081 Web of Science®Google Scholar 2 C. Jutz and R. Kirchlechner, Angew. 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Edit. 10, 808 (1971); 10.1002/anie.197108081 CASWeb of Science®Google Scholar Synthesis 1974, 193. Google Scholar 6 L. F. Fieser and M. D. Gates, J. Amer. Chem. Soc. 63, 2335 (1940); 10.1021/ja01866a021 Google Scholar V. Boekelheide and C. E. Larrabee, J. Amer. Chem. Soc. 72, 1240 (1950); 10.1021/ja01159a048 CASWeb of Science®Google Scholar D. M. Reid and R. G. Sutherland, J. Chem. Soc. 1963, 3295. Google Scholar 7 Satisfactory elemental analyses were obtained on all compounds reported herein. Google Scholar 8 The structure of (3) follows from (i) its ready conversion to (2) (Pd-C in acetic acid at room temperature), (ii) its visible spectrum (λmax (in benzene) = 710 nm, 645 and 590 (sh)), which is closely similar to that of 10-methylbenzo[a]azulene [9], and (iii) its MS spectrum [m/e 254 (M+, 100%) and 252 (M+ – 2H, 80%)]. Google Scholar 9 W. Treibs and A. Stein, Liebigs Ann. Chem. 572, 165 (1951). 10.1002/jlac.19515720113 CASWeb of Science®Google Scholar 10 R. Zahradnik in J. P. Snyder: Nonbenzenoid Aromatics. Vol. 2. Academic Press, New York 1971, p. 59. Google Scholar 11 H. Fischer and G. Ege, Chem. Ber. 100, 395 (1967). 10.1002/cber.19671000205 CASWeb of Science®Google Scholar 12 We thank Prof. R. Kiriyama and Dr. T. Asai, The Institute of Science and Industrial Research, Osaka University, for carrying out this measurement. Google Scholar Citing Literature Volume14, Issue3March 1975Pages 170-171 ReferencesRelatedInformation

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