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Article: Dodecamethoxy- and hexaoxotricyclobutabenzene: Synthesis and characterization

TitleDodecamethoxy- and hexaoxotricyclobutabenzene: Synthesis and characterization
Authors
Hamura, ToshiyukiIbusuki, YousukeUekusa, HidehiroMatsumoto, TakashiSiegel, Jay S.Baldridge, Kim K.Suzuki, Keisuke
Issue Date2006
Citation
Journal of the American Chemical Society, 2006, v. 128, n. 31, p. 10032-10033 How to Cite?
DOI: http://dx.doi.org/10.1021/ja064063e
AbstractWe report herein the syntheses of dodecamethoxytricyclobutabenzene (TCBB) 1 and hexaoxo-TCBB 2, a class of molecules with structural and theoretical interest. The preparation is based on the 3-fold [2 + 2] cycloadditions of benzyne and ketene silyl acetals (KSAs), where the selectively protected 2-iodophloroglucinol derivative served as a synthetic equivalent of benztriyne I, allowing rapid and regioselective annulation of fully functionalized four-membered rings. Structural study on the former compound showed that the C-C bond lengths in the central benzene ring were essentially the same. Copyright © 2006 American Chemical Society.
Persistent Identifierhttp://hdl.handle.net/10722/341085
ISSN
0002-7863
2023 Impact Factor: 14.4
2023 SCImago Journal Rankings: 5.489
ISI Accession Number ID
WOS:000239454800025

 

DC FieldValueLanguage
dc.contributor.authorHamura, Toshiyuki-
dc.contributor.authorIbusuki, Yousuke-
dc.contributor.authorUekusa, Hidehiro-
dc.contributor.authorMatsumoto, Takashi-
dc.contributor.authorSiegel, Jay S.-
dc.contributor.authorBaldridge, Kim K.-
dc.contributor.authorSuzuki, Keisuke-
dc.date.accessioned2024-03-13T08:40:02Z-
dc.date.available2024-03-13T08:40:02Z-
dc.date.issued2006-
dc.identifier.citationJournal of the American Chemical Society, 2006, v. 128, n. 31, p. 10032-10033-
dc.identifier.issn0002-7863-
dc.identifier.urihttp://hdl.handle.net/10722/341085-
dc.description.abstractWe report herein the syntheses of dodecamethoxytricyclobutabenzene (TCBB) 1 and hexaoxo-TCBB 2, a class of molecules with structural and theoretical interest. The preparation is based on the 3-fold [2 + 2] cycloadditions of benzyne and ketene silyl acetals (KSAs), where the selectively protected 2-iodophloroglucinol derivative served as a synthetic equivalent of benztriyne I, allowing rapid and regioselective annulation of fully functionalized four-membered rings. Structural study on the former compound showed that the C-C bond lengths in the central benzene ring were essentially the same. Copyright © 2006 American Chemical Society.-
dc.languageeng-
dc.relation.ispartofJournal of the American Chemical Society-
dc.titleDodecamethoxy- and hexaoxotricyclobutabenzene: Synthesis and characterization-
dc.typeArticle-
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1021/ja064063e-
dc.identifier.scopuseid_2-s2.0-33746885487-
dc.identifier.volume128-
dc.identifier.issue31-
dc.identifier.spage10032-
dc.identifier.epage10033-
dc.identifier.isiWOS:000239454800025-

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