Hirama, Masahiro, Akiyama, Kimio, Das, Parthasarathi , Mita, Takashi, Lear, Martin J., Iida, Kyo-ichiro, Sato, Itaru, Yoshimura, Fumihiko, Usuki, Toyonobu and Tero-Kubota, Shozo (2006) Direct observation of ESR spectra of bicyclic nine-membered enediynes at ambient temperature. Heterocycles, 69 (1). pp. 83-89. ISSN 0385-5414
Full content URL: http://dx.doi.org/10.3987/COM-06-S(O)22
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HETEROCYCLES_Vol. 69_2006.pdf - Whole Document Restricted to Repository staff only 551kB |
Item Type: | Article |
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Item Status: | Live Archive |
Abstract
The ESR spectra for synthetic bicyclo[7.3.0]epoxydodecadienediynes in solution at room temperature are steady. These spectra originate from the Masamune-Bergman cyclization of bicyclo[7.3.0]epoxydodecadienediynes to p-benzyne biradicals and the equilibrium between the two forms. Comparison of the ESR spectra of the unlabeled and 13C-labeled nine-membered enediynes indicated that the spectra are not directly due to the p-benzyne biradicals but rather to more stable secondary radical intermediates.
Keywords: | Natural enediynes, Cycloaromatization, Mechanism |
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Subjects: | F Physical Sciences > F160 Organic Chemistry |
Divisions: | College of Science > School of Chemistry |
ID Code: | 17120 |
Deposited On: | 17 Apr 2015 11:27 |
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