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Solvent-Minimized Synthesis of 4CzIPN and Related Organic Fluorophores via Ball Milling

Leitch, JA; Smallman, HR; Browne, DL; (2021) Solvent-Minimized Synthesis of 4CzIPN and Related Organic Fluorophores via Ball Milling. The Journal of Organic Chemistry , 86 (20 14095) pp. 14095-14101. 10.1021/acs.joc.1c01233. Green open access

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Abstract

The mechanochemical synthesis of 2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile and related organic fluorophores/photocatalysts via a solvent-minimized four-fold SNAr pathway is herein described. Employing sodium tert-butoxide as base, and negating the need for any air/moisture-sensitive reaction set-ups, a selection of organic dyes was synthesized in just 1 h using this ball-milling technique. Furthermore, the transformation was then showcased on a multigram scale.

Type: Article
Title: Solvent-Minimized Synthesis of 4CzIPN and Related Organic Fluorophores via Ball Milling
Open access status: An open access version is available from UCL Discovery
DOI: 10.1021/acs.joc.1c01233
Publisher version: https://doi.org/10.1021/acs.joc.1c01233
Language: English
Additional information: This version is the author accepted manuscript. For information on re-use, please refer to the publisher’s terms and conditions.
Keywords: Column chromatography, Silica, Aromatic compounds, Organic synthesis, Fluorophores
UCL classification: UCL
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Life Sciences
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Life Sciences > UCL School of Pharmacy
UCL > Provost and Vice Provost Offices > School of Life and Medical Sciences > Faculty of Life Sciences > UCL School of Pharmacy > Pharma and Bio Chemistry
URI: https://discovery.ucl.ac.uk/id/eprint/10130572
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