Synthesis of Rationally Halogenated Buckybowls by Chemoselective Aromatic C-F Bond Activation.

Papaianina O, Akhmetov VA, Goryunkov AA, Hampel F, Heinemann FW, Amsharov K (2017)

Publication Status: Published

Publication Type: Journal article

Publication year: 2017

Journal

Book Volume: 56

Pages Range: 4834-4838

Journal Issue: 17

DOI: 10.1002/anie.201700814

Abstract

Halogenated buckybowls or bowl-shaped polycyclic aromatic hydrocarbons (BS-PAHs) are key building blocks for the "bottom-up" synthesis of various carbon-based nanomaterials with outstanding potential in different fields of technology. The current state of the art provides quite a limited number of synthetic pathways to BS-PAHs; moreover, none of these approaches show high selectivity and tolerance of functional groups. Herein we demonstrate an effective route to BS-PAHs that includes directed intramolecular aryl-aryl coupling through C-F bond activation. The coupling conditions were found to be completely tolerant toward aromatic C-Br and C-Cl bonds, thus allowing the facile synthesis of rationally halogenated buckybowls with an unprecedented level of selectivity. This finding opens the way to functionalized BS-PAH systems that cannot be obtained by alternative methods.

Authors with CRIS profile

Involved external institutions

Lomonosov Moscow State University / Московский государственный университет имени М.В.Ломоносова Russian Federation (RU)

How to cite

APA:

Papaianina, O., Akhmetov, V.A., Goryunkov, A.A., Hampel, F., Heinemann, F.W., & Amsharov, K. (2017). Synthesis of Rationally Halogenated Buckybowls by Chemoselective Aromatic C-F Bond Activation. Angewandte Chemie International Edition, 56(17), 4834-4838. https://dx.doi.org/10.1002/anie.201700814

MLA:

Papaianina, Olena, et al. "Synthesis of Rationally Halogenated Buckybowls by Chemoselective Aromatic C-F Bond Activation." Angewandte Chemie International Edition 56.17 (2017): 4834-4838.

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