TY  - JOUR
A1  - Ferger, Matthias
A1  - Berger, Sarina M.
A1  - Rauch, Florian
A1  - Schönitz, Markus
A1  - Rühe, Jessica
A1  - Krebs, Johannes
A1  - Friedrich, Alexandra
A1  - Marder, Todd B.
T1  - Synthesis of Highly Functionalizable Symmetrically and Unsymmetrically Substituted Triarylboranes from Bench-Stable Boron Precursors
JF  - Chemistry—A European Journal
N2  - A novel and convenient methodology for the one-pot synthesis of sterically congested triarylboranes by using bench-stable aryltrifluoroborates as the boron source is reported. This procedure gives systematic access to symmetrically and unsymmetrically substituted triarylboranes of the types BAr\(_{2}\)Ar’ and BArAr'Ar’’, respectively. Three unsymmetrically substituted triarylboranes as well as their iridium-catalyzed C−H borylation products are reported. These borylated triarylboranes contain one to three positions that can subsequently be orthogonally functionalized in follow-up reactions, such as Suzuki-Miyaura cross-couplings or Sonogashira couplings.
KW  - synthetic methods
KW  - boranes
KW  - borylation
KW  - chromophore
KW  - functionalization
Y1  - 2021
U6  - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-256827
VL  - 27
IS  - 35
ER  - 
TY  - JOUR
A1  - Berger, Sarina M.
A1  - Ferger, Matthias
A1  - Marder, Todd B.
T1  - Synthetic Approaches to Triarylboranes from 1885 to 2020
JF  - Chemistry – A European Journal
N2  - 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.
KW  - arylmetalate
KW  - boranes
KW  - chromophore
KW  - Lewis acid
KW  - synthetic methods
Y1  - 2021
U6  - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-238952
VL  - 27
IS  - 24
SP  - 7043
EP  - 7058
ER  - 
TY  - JOUR
A1  - Ji, Lei
A1  - Griesbeck, Stefanie
A1  - Marder, Todd B.
T1  - Recent developments in and perspectives on three-coordinate boron materials: a bright future
JF  - Chemical Science
N2  - The empty p\(_z\)-orbital of a three-coordinate organoboron compound leads to its electron-deficient properties, which make it an excellent π-acceptor in conjugated organic chromophores. The empty p-orbital in such Lewis acids can be attacked by nucleophiles, so bulky groups are often employed to provide air-stable materials. However, many of these can still bind fluoride and cyanide anions leading to applications as anion-selective sensors. One electron reduction generates radical anions. The π-acceptor strength can be easily tuned by varying the organic substituents. Many of these compounds show strong two-photon absorption (TPA) and two-photon excited fluorescence (TPEF) behaviour, which can be applied for e.g. biological imaging. Furthermore, these chromophores can be used as emitters and electron transporters in OLEDs, and examples have recently been found to exhibit efficient thermally activated delayed fluorescence (TADF). The three-coordinate organoboron unit can also be incorporated into polycyclic aromatic hydrocarbons. Such boron-doped compounds exhibit very interesting properties, distinct from their all-carbon analogues. Significant developments have been made in all of these areas in recent years and new applications are rapidly emerging for this class of boron compounds.
KW  - anorganic chemistry
KW  - boron
KW  - 3-coordinate boron
KW  - Lewis acids
KW  - OLED
KW  - polycyclic aromatic hydrocarbons
KW  - chromophore
Y1  - 2017
U6  - http://nbn-resolving.de/urn/resolver.pl?urn:nbn:de:bvb:20-opus-171912
VL  - 8
IS  - 2
ER  -