pi-Extension of the Tribenzotriquinacene Framework: Efficient Vinylene and Arylene Bay Bridging Based on a New C3-Symmetric Key Derivative

Wang, Huai-Zhen; Hung, Tsz-Yu; Ip, Ho-Wang; Lee, Man-Kit; Sun, Xiao-Qing; Kuck, Dietmar; Chow, Hak-Fun

pi-Extension of the Tribenzotriquinacene Framework: Efficient Vinylene and Arylene Bay Bridging Based on a New C3-Symmetric Key Derivative

Wang H-Z, Hung T-Y, Ip H-W, Lee M-K, Sun X-Q, Kuck D, Chow H-F (2023)
Chemistry - A European Journal 29(36): e202300793.

Zeitschriftenaufsatz | Veröffentlicht | Englisch

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Chemistry A European J - 2023 - Wang - ‐Extension of the Tribenzotriquinacene Framework Efficient Vinylene and Arylene Bay.pdf 7.56 MB

DOI

https://doi.org/10.1002/chem.202300793

URN

urn:nbn:de:0070-pub-29780847

Autor*in

Wang, Huai-Zhen; Hung, Tsz-Yu; Ip, Ho-Wang; Lee, Man-Kit; Sun, Xiao-Qing; Kuck, Dietmar^UniBi; Chow, Hak-Fun

Einrichtung

Fakultät für Chemie > Industrielle Organische Chemie und Biotechnologie
Universität Bielefeld

Abstract / Bemerkung

1,5,9-Tribromo-2,3,6,7,10,11-hexamethoxy-4b1-methyltribenzo-triquinacene, a C3-symmetric TBTQ derivative, can be prepared conveniently and with high regioselectivity from readily available starting materials. It is a versatile key compound for the synthesis of other chiral 1,5,9-trifunctionalized TBTQ derivatives and pi-extended congeners in which the bays of the TBTQ skeleton are bridged by vinylene units and 1,2-arylene units. X-ray crystal structure analysis and UV-vis spectroscopy show that vinylene bay-bridging enables better pi-conjugation with the arene rings of the TBTQ core than 1,2-arylene bay-bridging does. © 2023 Wiley-VCH GmbH.

Erscheinungsjahr

2023

Zeitschriftentitel

Chemistry - A European Journal

Band

Ausgabe

Art.-Nr.

e202300793

Urheberrecht / Lizenzen

Creative Commons Namensnennung 4.0 International Public License (CC-BY 4.0)

eISSN

1521-3765

Finanzierungs-Informationen

Open-Access-Publikationskosten wurden durch die Universität Bielefeld im Rahmen des DEAL-Vertrags gefördert.

Page URI

https://pub.uni-bielefeld.de/record/2978084

Zitieren

Wang H-Z, Hung T-Y, Ip H-W, et al. pi-Extension of the Tribenzotriquinacene Framework: Efficient Vinylene and Arylene Bay Bridging Based on a New C3-Symmetric Key Derivative. Chemistry - A European Journal. 2023;29(36): e202300793.

Wang, H. - Z., Hung, T. - Y., Ip, H. - W., Lee, M. - K., Sun, X. - Q., Kuck, D., & Chow, H. - F. (2023). pi-Extension of the Tribenzotriquinacene Framework: Efficient Vinylene and Arylene Bay Bridging Based on a New C3-Symmetric Key Derivative. Chemistry - A European Journal, 29(36), e202300793. https://doi.org/10.1002/chem.202300793

Wang, Huai-Zhen, Hung, Tsz-Yu, Ip, Ho-Wang, Lee, Man-Kit, Sun, Xiao-Qing, Kuck, Dietmar, and Chow, Hak-Fun. 2023. “pi-Extension of the Tribenzotriquinacene Framework: Efficient Vinylene and Arylene Bay Bridging Based on a New C3-Symmetric Key Derivative”. Chemistry - A European Journal 29 (36): e202300793.

Wang, H. - Z., Hung, T. - Y., Ip, H. - W., Lee, M. - K., Sun, X. - Q., Kuck, D., and Chow, H. - F. (2023). pi-Extension of the Tribenzotriquinacene Framework: Efficient Vinylene and Arylene Bay Bridging Based on a New C3-Symmetric Key Derivative. Chemistry - A European Journal 29:e202300793.

Wang, H.-Z., et al., 2023. pi-Extension of the Tribenzotriquinacene Framework: Efficient Vinylene and Arylene Bay Bridging Based on a New C3-Symmetric Key Derivative. Chemistry - A European Journal, 29(36): e202300793.

H.-Z. Wang, et al., “pi-Extension of the Tribenzotriquinacene Framework: Efficient Vinylene and Arylene Bay Bridging Based on a New C3-Symmetric Key Derivative”, Chemistry - A European Journal, vol. 29, 2023, : e202300793.

Wang, H.-Z., Hung, T.-Y., Ip, H.-W., Lee, M.-K., Sun, X.-Q., Kuck, D., Chow, H.-F.: pi-Extension of the Tribenzotriquinacene Framework: Efficient Vinylene and Arylene Bay Bridging Based on a New C3-Symmetric Key Derivative. Chemistry - A European Journal. 29, : e202300793 (2023).

Wang, Huai-Zhen, Hung, Tsz-Yu, Ip, Ho-Wang, Lee, Man-Kit, Sun, Xiao-Qing, Kuck, Dietmar, and Chow, Hak-Fun. “pi-Extension of the Tribenzotriquinacene Framework: Efficient Vinylene and Arylene Bay Bridging Based on a New C3-Symmetric Key Derivative”. Chemistry - A European Journal 29.36 (2023): e202300793.

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