One-Pot Synthesis of Boron-Doped Polycyclic Aromatic Hydrocarbons via 1,4-Boron Migration

Zhang JJ, Tang MC, Fu Y, Low KH, Ma J, Yang L, Weigand JJ, Liu J, Yam VWW, Feng X (2021)

Publication Type: Journal article

Publication year: 2021

Journal

Angewandte Chemie International Edition Wiley

Book Volume: 60

Pages Range: 2833-2838

Journal Issue: 6

DOI: 10.1002/anie.202011237

Abstract

Herein, we demonstrate a novel one-pot synthetic method towards a series of boron-doped polycyclic aromatic hydrocarbons (B-PAHs, 1 a–1 o), including hitherto unknown B-doped zethrene derivatives, from ortho-aryl substituted diarylalkynes with high atom efficiency and broad substrate scopes. A reaction mechanism is proposed based on the experimental investigation together with the theoretical calculations, which involves a unique 1,4-boron migration process. The resultant benchtop-stable B-PAHs are thoroughly investigated by X-ray crystallography, cyclic voltammetry, UV/Vis absorption, and fluorescence spectroscopies. The blue and green organic light-emitting diode (OLED) devices based on 1 f and 1 k are further fabricated, demonstrating the promising application potential of B-PAHs in organic optoelectronics.

Involved external institutions

Technische Universität Dresden DE Germany (DE) University of Hong Kong (HKU) / 香港大學 HK Hong Kong (HK)

How to cite

APA:

Zhang, J.-J., Tang, M.-C., Fu, Y., Low, K.-H., Ma, J., Yang, L.,... Feng, X. (2021). One-Pot Synthesis of Boron-Doped Polycyclic Aromatic Hydrocarbons via 1,4-Boron Migration. Angewandte Chemie International Edition, 60(6), 2833-2838. https://doi.org/10.1002/anie.202011237

MLA:

Zhang, Jin-Jiang, et al. "One-Pot Synthesis of Boron-Doped Polycyclic Aromatic Hydrocarbons via 1,4-Boron Migration." Angewandte Chemie International Edition 60.6 (2021): 2833-2838.

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