Synthesis and Optical Resolution of Inherently Chiral Difunctionalized Tribenzotriquinacenes

Niu, Wen-Xue; Wang, Tao; Hou, Qin-Qing; Li, Zi-Yang; Cao, Xiao-Ping; Kuck, Dietmar

Synthesis and Optical Resolution of Inherently Chiral Difunctionalized Tribenzotriquinacenes

Niu W-X, Wang T, Hou Q-Q, Li Z-Y, Cao X-P, Kuck D (2010)
JOURNAL OF ORGANIC CHEMISTRY 75(19): 6704-6707.

Zeitschriftenaufsatz | Veröffentlicht | Englisch

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DOI

https://doi.org/10.1021/jo101106k

Autor*in

Niu, Wen-Xue; Wang, Tao; Hou, Qin-Qing; Li, Zi-Yang; Cao, Xiao-Ping; Kuck, Dietmar^UniBi

Einrichtung

Fakultät für Chemie > Industrielle Organische Chemie und Biotechnologie

Abstract / Bemerkung

The synthesis of several inherently chiral tribenzotriquinacenes (TBTQs) bearing one single mono- or difunctionalized aromatic nucleus and the optical resolution of one of these derivatives, a TBTQ-based salicylic acid (11), are described for the first time. Efficient access to enantio-pure, inherently chiral tribenzotriquinacenes may lay a foundation for studies of novel container compounds, supramolecular aggregation, chiral recognition, and asymmetric catalysis.

Erscheinungsjahr

2010

Zeitschriftentitel

JOURNAL OF ORGANIC CHEMISTRY

Band

Ausgabe

Seite(n)

6704-6707

ISSN

0022-3263

eISSN

1520-6904

Page URI

https://pub.uni-bielefeld.de/record/1793850

Zitieren

Niu W-X, Wang T, Hou Q-Q, Li Z-Y, Cao X-P, Kuck D. Synthesis and Optical Resolution of Inherently Chiral Difunctionalized Tribenzotriquinacenes. JOURNAL OF ORGANIC CHEMISTRY. 2010;75(19):6704-6707.

Niu, W. - X., Wang, T., Hou, Q. - Q., Li, Z. - Y., Cao, X. - P., & Kuck, D. (2010). Synthesis and Optical Resolution of Inherently Chiral Difunctionalized Tribenzotriquinacenes. JOURNAL OF ORGANIC CHEMISTRY, 75(19), 6704-6707. https://doi.org/10.1021/jo101106k

Niu, Wen-Xue, Wang, Tao, Hou, Qin-Qing, Li, Zi-Yang, Cao, Xiao-Ping, and Kuck, Dietmar. 2010. “Synthesis and Optical Resolution of Inherently Chiral Difunctionalized Tribenzotriquinacenes”. JOURNAL OF ORGANIC CHEMISTRY 75 (19): 6704-6707.

Niu, W. - X., Wang, T., Hou, Q. - Q., Li, Z. - Y., Cao, X. - P., and Kuck, D. (2010). Synthesis and Optical Resolution of Inherently Chiral Difunctionalized Tribenzotriquinacenes. JOURNAL OF ORGANIC CHEMISTRY 75, 6704-6707.

Niu, W.-X., et al., 2010. Synthesis and Optical Resolution of Inherently Chiral Difunctionalized Tribenzotriquinacenes. JOURNAL OF ORGANIC CHEMISTRY, 75(19), p 6704-6707.

W.-X. Niu, et al., “Synthesis and Optical Resolution of Inherently Chiral Difunctionalized Tribenzotriquinacenes”, JOURNAL OF ORGANIC CHEMISTRY, vol. 75, 2010, pp. 6704-6707.

Niu, W.-X., Wang, T., Hou, Q.-Q., Li, Z.-Y., Cao, X.-P., Kuck, D.: Synthesis and Optical Resolution of Inherently Chiral Difunctionalized Tribenzotriquinacenes. JOURNAL OF ORGANIC CHEMISTRY. 75, 6704-6707 (2010).

Niu, Wen-Xue, Wang, Tao, Hou, Qin-Qing, Li, Zi-Yang, Cao, Xiao-Ping, and Kuck, Dietmar. “Synthesis and Optical Resolution of Inherently Chiral Difunctionalized Tribenzotriquinacenes”. JOURNAL OF ORGANIC CHEMISTRY 75.19 (2010): 6704-6707.

Daten bereitgestellt von European Bioinformatics Institute (EBI)

7 Zitationen in Europe PMC

Daten bereitgestellt von Europe PubMed Central.

Stereoselective synthesis of enantiomerically pure bowl-shaped hydroxytribenzotriquinacenes.
Rommelmann P, Nachtigall B, Guntelmann T, Gröger H, Kuck D., Org Biomol Chem 16(31), 2018
PMID: 30033471

Enantiomerically Pure Tribenzotriquinacenes through Stereoselective Synthesis.
Greschner W, Neumann B, Stammler HG, Gröger H, Kuck D., Angew Chem Int Ed Engl 54(46), 2015
PMID: 26404021

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

Merging tribenzotriquinacene with hexa-peri-hexabenzocoronene: a cycloheptatriene unit generated by Scholl reaction.
Mughal EU, Kuck D., Chem Commun (Camb) 48(71), 2012
PMID: 22810270

Tribenzotriquinacene: a versatile synthesis and C3-chiral platforms.
Markopoulos G, Henneicke L, Shen J, Okamoto Y, Jones PG, Hopf H., Angew Chem Int Ed Engl 51(51), 2012
PMID: 23144000

Tribenzotriquinacenes bearing three peripheral or bridgehead urea groups stretched into the 3-D space.
Tellenbröker J, Kuck D., Beilstein J Org Chem 7(), 2011
PMID: 21512595

New C(3v)-symmetrical tribenzotriquinacenes bearing extended and oxy-functionalised alkyl groups at their benzhydrylic bridgeheads.
Mughal EU, Kuck D., Org Biomol Chem 8(23), 2010
PMID: 20877782