C-3v-Symmetrical tribenzotriquinacenes extended by six C-1-Functional groups and the first triquinacene-based tris(dithiametacyclophanes)

Zhou L, Zhang T-X, Li B-R, Cao X-P, Kuck D (2007)
JOURNAL OF ORGANIC CHEMISTRY 72(17): 6382-6389.

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Zeitschriftenaufsatz | Veröffentlicht | Englisch
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Abstract / Bemerkung
The first examples of novel bowl-shaped tribenzotriquinacenes (TBTQs) bearing three dithiametacyclophane units within their arene peripheries are reported. The synthesis is based on a C-3v-symmetrical hexakis(chloromethyl)tribenzotriquinacene as the key intermediate and yields the inter-ring metacyclophane-type macrocyclization instead of the intra-ring orthocyclophane-type cyclocondensation. Multiple nucleophilic substitution of the same key intermediate leads to a number of other new 6-fold functionalized tribenzotriquinacenes, some of which may be of interest as readily accessible building blocks for the construction of novel bowl-shaped organic networks. The molecular structures of the novel tris(dithiametacyclophanes) and of the hexakis(chloromethyl)- and hexakis(hydroxymethyl)tribenzotriquinacenes have been determined by X-ray analysis and interesting host/guest aggregation and torsional effects in the solid state are discussed.
Erscheinungsjahr
Zeitschriftentitel
JOURNAL OF ORGANIC CHEMISTRY
Band
72
Zeitschriftennummer
17
Seite
6382-6389
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eISSN
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Zhou L, Zhang T-X, Li B-R, Cao X-P, Kuck D. C-3v-Symmetrical tribenzotriquinacenes extended by six C-1-Functional groups and the first triquinacene-based tris(dithiametacyclophanes). JOURNAL OF ORGANIC CHEMISTRY. 2007;72(17):6382-6389.
Zhou, L., Zhang, T. - X., Li, B. - R., Cao, X. - P., & Kuck, D. (2007). C-3v-Symmetrical tribenzotriquinacenes extended by six C-1-Functional groups and the first triquinacene-based tris(dithiametacyclophanes). JOURNAL OF ORGANIC CHEMISTRY, 72(17), 6382-6389. doi:10.1021/jo070565e
Zhou, L., Zhang, T. - X., Li, B. - R., Cao, X. - P., and Kuck, D. (2007). C-3v-Symmetrical tribenzotriquinacenes extended by six C-1-Functional groups and the first triquinacene-based tris(dithiametacyclophanes). JOURNAL OF ORGANIC CHEMISTRY 72, 6382-6389.
Zhou, L., et al., 2007. C-3v-Symmetrical tribenzotriquinacenes extended by six C-1-Functional groups and the first triquinacene-based tris(dithiametacyclophanes). JOURNAL OF ORGANIC CHEMISTRY, 72(17), p 6382-6389.
L. Zhou, et al., “C-3v-Symmetrical tribenzotriquinacenes extended by six C-1-Functional groups and the first triquinacene-based tris(dithiametacyclophanes)”, JOURNAL OF ORGANIC CHEMISTRY, vol. 72, 2007, pp. 6382-6389.
Zhou, L., Zhang, T.-X., Li, B.-R., Cao, X.-P., Kuck, D.: C-3v-Symmetrical tribenzotriquinacenes extended by six C-1-Functional groups and the first triquinacene-based tris(dithiametacyclophanes). JOURNAL OF ORGANIC CHEMISTRY. 72, 6382-6389 (2007).
Zhou, Ling, Zhang, Tao-Xiang, Li, Bing-Rui, Cao, Xiao-Ping, and Kuck, Dietmar. “C-3v-Symmetrical tribenzotriquinacenes extended by six C-1-Functional groups and the first triquinacene-based tris(dithiametacyclophanes)”. JOURNAL OF ORGANIC CHEMISTRY 72.17 (2007): 6382-6389.

8 Zitationen in Europe PMC

Daten bereitgestellt von Europe PubMed Central.

Poly-Lewis-acids based on bowl-shaped tribenzotriquinacene.
Tomaschautzky J, Neumann B, Stammler HG, Mitzel NW., Dalton Trans 46(4), 2017
PMID: 28045169
Unidirectional molecular stacking of tribenzotriquinacenes in the solid state: a combined X-ray and theoretical study.
Brandenburg JG, Grimme S, Jones PG, Markopoulos G, Hopf H, Cyranski MK, Kuck D., Chemistry 19(30), 2013
PMID: 23766137

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