4.6 Review

Synthetic Approaches to Triarylboranes from 1885 to 2020

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 27, Issue 24, Pages 7043-7058

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.202005302

Keywords

arylmetalate; boranes; chromophore; Lewis acid; synthetic methods

Funding

  1. Bavarian State Ministry of Science, Research, and the Arts
  2. Deutsche Forschungsgemeinschaft (DFG) [GRK 2112]
  3. Julius-Maximilians-Universitat Wurzburg
  4. Projekt DEAL

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Research on novel compounds with triarylborane motifs has greatly influenced the fields of optoelectronics, anion sensors, and bioimaging agents. These compounds have useful optical and electronic properties due to the empty p-orbital at boron. Synthetic approaches to triarylboranes have evolved over the past century, with some routes still in use today and others not further pursued after initial reports.
In recent years, research in the fields of optoelectronics, anion sensors and bioimaging agents have been greatly influenced by novel compounds containing triarylborane motifs. Such compounds possess an empty p-orbital at boron which results in useful optical and electronic properties. Such a diversity of applications was not expected when the first triarylborane was reported in 1885. Synthetic approaches to triarylboranes underwent various changes over the following century, some of which are still used in the present day, such as the generally applicable routes developed by Krause et al. in 1922, or by Grisdale et al. in 1972 at Eastman Kodak. Some other developments were not pursued further after their initial reports, such as the synthesis of two triarylboranes bearing three different aromatic groups by Mikhailov et al. in 1958. This review summarizes the development of synthetic approaches to triarylboranes from their first report nearly 135 years ago to the present.

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