| New C(3v)-symmetrical tribenzotriquinacenes bearing extended and oxy-functionalised alkyl groups at their benzhydrylic bridgeheads. | |
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MedLine Citation:
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PMID: 20877782 Owner: NLM Status: PubMed-not-MEDLINE |
Abstract/OtherAbstract:
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A series of tribenzotriquinacene derivatives bearing three oxy-functionalised alkyl groups at the benzhydrylic bridgeheads (C-4b, C-8b and C-12b) have been synthesised. The 4b,8b,12b-triallyl derivative was used to generate the corresponding TBTQ-tris-acetaldehyde and TBTQ-tris(acetic acid), in which the functional groups stretch out from the convex rigid molecular surface. The corresponding tribromo derivate was found to undergo smooth Lewis acid-catalyzed C-C coupling with appropriate silyl enol ethers to afford a series of threefold 4b,8b,12b-(2-oxoalkyl)-substituted tribenzotriquinacenes. Six-fold nitration at the arene periphery was performed with 4b,8b,12b-tripropyltribenzotriquinacene and with the TBTQ-tris(acetic acid) to check for the effect of the bridgehead groupings as solubilising auxiliaries. |
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Authors:
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Ehsan U Mughal; Dietmar Kuck |
Publication Detail:
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Type: Journal Article Date: 2010-09-27 |
Journal Detail:
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Title: Organic & biomolecular chemistry Volume: 8 ISSN: 1477-0539 ISO Abbreviation: Org. Biomol. Chem. Publication Date: 2010 Dec |
Date Detail:
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Created Date: 2010-11-10 Completed Date: 2011-02-01 Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 101154995 Medline TA: Org Biomol Chem Country: England |
Other Details:
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Languages: eng Pagination: 5383-9 Citation Subset: - |
Affiliation:
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Department of Chemistry, Bielefeld University, Universitätsstraße 25, 33615 Bielefeld, Germany. |
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From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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