Reindarstellung des «Triphenylboryl‐natriums» und der Verbindungen des Bortriphenyls mit den übrigen Alkalimetallen

Krause, Erich; Polack, Herbert

doi:10.1002/cber.19260590434

Cited by 48 publications

(23 citation statements)

References 3 publications

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“…[3,4] In 1924, Krause reported the first compound containing a nucleophilic boron atom. [5,6] In the reaction of sodium with triphenylboron in diethyl ether, formation of "NaBPh 3 " was postulated. Later this reaction was elucidated, [7] and "NaBPh 3 " was identified as a mixture of dimers (e.g.…”

mentioning

confidence: 99%

“Umpolung” at Boron by Reduction of [B(CN)₄]⁻ and Formation of the Dianion [B(CN)₃]²⁻

Bernhardt

Bernhardt‐Pitchougina²,

Willner

et al. 2011

Angew Chem Int Ed

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mentioning

confidence: 99%

“Umpolung” at Boron by Reduction of [B(CN)₄]⁻ and Formation of the Dianion [B(CN)₃]²⁻

Bernhardt

Bernhardt‐Pitchougina²,

Willner

et al. 2011

Angew Chem Int Ed

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“…However,w ith BPh 3 2 in hand, the group investigated its reactivity with neat sodium [62] and the other alkali metals potassium, lithium,r ubidium and cesium. [63] Krause and coworkers observed the formation of intensely colored solutions as well as the formation of, mostly,y ellow crystals. Both solutions and solids were reported to be highly air sensitive, as the solutionst urned colorless when exposed to air.T he colorless solution was converted into the colored solution again if neat metal was still present in the solution.…”

Section: Boron Trifluoride As the Boron Sourcementioning

confidence: 99%

“…Both solutions and solids were reported to be highly air sensitive, as the solutionst urned colorless when exposed to air.T he colorless solution was converted into the colored solution again if neat metal was still present in the solution. After Krause and coworkers had isolatedt he reaction product of BPh 3 2 with neat sodium, [63] they titrated the reaction product under an itrogen atmosphere with elemental iodine whichr egeneratedB Ph 3 and sodium iodide. In the same study,the synthesis of tri-p-tolylborane 8 was mentioned.…”

Section: Boron Trifluoride As the Boron Sourcementioning

confidence: 99%

Synthetic Approaches to Triarylboranes from 1885 to 2020

Berger

Ferger

Marder

2021

Chemistry A European J

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In recent years, research in the fields of optoelectronics, anion sensors and bioimaginga gents have been greatly influenced by novel compounds containing triarylborane motifs. Such compounds possess an empty p-orbital at boron which resultsi nu seful optical and electronic properties. Such ad iversity of applications was not expected when the first triarylboranew as reported in 1885. Synthetic approaches to triarylboranes underwent variousc hanges over the following century,s ome of which are still used in the present day,s uch as the generally applicable routes developedb yK rause et al. in 1922developedb yK rause et al. in , 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 reviews ummarizes the developmento fs ynthetic approaches to triarylboranes from their first report nearly 135 years ago to the present.2021 The Authors. Chemistry -A European Journal published by Wiley-VCH GmbH. This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properlyc ited.Selected by the EditorialO ffice for our Showcaseo fo utstanding Reviewtype articles (www.chemeurj.org/showcase).

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“…[1,13] und mit Aminiumradikalkationen [NX 3 ]C + ; [5] Reaktionen von Triarylboranen mit Alkalimetallen wurden seit den 1920er Jahren immer wieder untersucht. [14][15][16][17][18][19] Folgereaktionen [15] der Elektronenübertragung wie Bor-Aryl-Bindungsspaltung und die Bildung von Boraten können die Beobachtung entsprechender Radikalanionen erschweren; dennoch können solche Radikale über zwei aus der organischen Chemie bekannte Strategien stabilisiert werden: A) über sterische Abschirmung zur Verhinderung bimolekularer Reaktivität, oft verbunden mit B) Spindelokalisierung über p-Konjugation.…”

Section: Introductionunclassified

Boratome als Spinträger in zwei‐ und dreidimensionalen Systemen

et al. 2009

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Die ungewöhnliche Bindung von Bor in Organoboranen oder Oligoborclustern tritt nicht nur in diamagnetischen Molekülen auf, sondern auch in paramagnetischen Systemen, die gemischtvalente Verbindungen und Oligoboran/Carboran‐Clusterradikale umfassen. Das Bild zeigt das einfach besetzte Molekülorbital des Radikalions [C4B8R4H8].− gemäß DFT‐Rechnungen.magnified imageParamagnetische Verbindungen mit mindestens teilweise borzentriertem Elektronenspin lassen sich herstellen, indem entweder durch planare, π‐konjugierte organische Systeme verbrückte Boratome als idealtypische Elektronenakzeptoren verwendet werden oder indem die dreidimensionale, delokalisierte Bindung in mehrkernigen Boranen, Halogenboranen oder Carboranclustern genutzt wird. Das Konzept der Gemischtvalenz kann so von organischen und Übergangsmetallverbindungen auf Verbindungen der Hauptgruppenelemente übertragen werden. Mithilfe der Dichtefunktionaltheorie lässt sich die sehr variable Spinverteilung nachvollziehen.

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Reindarstellung des «Triphenylboryl‐natriums» und der Verbindungen des Bortriphenyls mit den übrigen Alkalimetallen

Cited by 48 publications

References 3 publications

“Umpolung” at Boron by Reduction of [B(CN)₄]⁻ and Formation of the Dianion [B(CN)₃]²⁻

“Umpolung” at Boron by Reduction of [B(CN)₄]⁻ and Formation of the Dianion [B(CN)₃]²⁻

Synthetic Approaches to Triarylboranes from 1885 to 2020

Boratome als Spinträger in zwei‐ und dreidimensionalen Systemen

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Reindarstellung des «Triphenylboryl‐natriums» und der Verbindungen des Bortriphenyls mit den übrigen Alkalimetallen

Cited by 48 publications

References 3 publications

“Umpolung” at Boron by Reduction of [B(CN)4]− and Formation of the Dianion [B(CN)3]2−

“Umpolung” at Boron by Reduction of [B(CN)4]− and Formation of the Dianion [B(CN)3]2−

Synthetic Approaches to Triarylboranes from 1885 to 2020

Boratome als Spinträger in zwei‐ und dreidimensionalen Systemen

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“Umpolung” at Boron by Reduction of [B(CN)₄]⁻ and Formation of the Dianion [B(CN)₃]²⁻

“Umpolung” at Boron by Reduction of [B(CN)₄]⁻ and Formation of the Dianion [B(CN)₃]²⁻