16672-48-3Relevant academic research and scientific papers
Polymorphism, fluorescence, and optoelectronic properties of a borazine derivative
Kervyn, Simon,Fenwick, Oliver,Di Stasio, Francesco,Shin, Yong Sig,Wouters, Johan,Accorsi, Gianluca,Osella, Silvio,Beljonne, David,Cacialli, Franco,Bonifazi, Davide
supporting information, p. 7771 - 7779 (2013/07/19)
We have prepared a new borazine derivative that bears mesityl substituents at the boron centers and displays exceptional chemical stability. Detailed crystallographic and solid-state fluorescence characterizations revealed the existence of several polymorphs, each of which showed different emission profiles. In particular, a bathochromic shift is observed when going from the lower- to the higher-density crystal. Computational investigations of the conformational dynamics of borazine 1 in both the gas phase and in the solid state using molecular dynamics (MD) simulations showed that the conformation of the peripheral aryl groups significantly varies when going from an isolated molecule (in which the rings are able to flip over the 90° barrier at RT) to the crystals (in which the rotation is locked by packing effects), thus generating specific nonsymmetric intermolecular interactions in the different polymorphs. To investigate the optoelectronic properties of these materials by fabrication and characterization of light-emitting diodes (LEDs) and light-emitting electrochemical cells (LECs), borazine 1 was incorporated as the active material in the emissive layer. The current and radiance versus voltage characteristics, as well as the electroluminescence spectra reported here for the first time are encouraging prospects for the engineering of future borazine-based devices. Copyright
Synthesis of Boron-Halogenated Diborylamines and Diborylhydrazines by Cleavage of Stannazanes
Diemer, Stefan,Noeth, Heinrich,Storch, Wolfgang
, p. 1765 - 1780 (2007/10/03)
The diborylamines R'-N(BRX)2 (3; X=Cl, Br) are obtained by stannazane cleavage of distannylorganylamines R'-N(SnMe3)2 (4) with alkyldihaloboranes RBX2 in a 1:2 molar ratio. The presence of the sterically demanding substituents R and R' also causes carbon-tin bond cleavage, resulting in low yields of 3. However, carbon-tin bond cleavage can be suppressed by the use of bis(dimethylchlorostannyl)organylamines 5 as the nitrogen source for the synthesis of diborylamines. This results in almost quantitative yields of the compounds 3. Treatment of the distannylhydrazines R2N-N(SnMe3)2 (7) with RBX2 in a 1:2 molar ratio leads to the formation of N,N-bis(alkylhaloboryl)hydrazines 8 under mild conditions and in good yield. The molecular structures of 3 and 8 were determined by multinuclear magnetic resonance spectra in solution as well as by X-ray structure analysis in the case of 8d. A typical structural feature of 8d is the intramolecular BN adduct formation. Support for the constitutions of compounds 8c comes from MS fragmentation patterns as well as from IR spectra.
Boron Imides from the Thermal Decomposition of Diarylazidoboranes
Paetzold, Peter,Truppat, Ruediger
, p. 1531 - 1539 (2007/10/02)
Diarylazidoboranes Ar2BN3 (1a-d) are thermolyzed either into diazadiboretidines (ArBNAr)2 (2) or into borazines (ArBNAr)3 (3).After formation of only one half of the expected amount of N2, the boryltetrazaborolines 4c, d are isolated as intermediates.The boranes 1a-d are transformed into phenyltetrazaborolines 6a-d or into silyltetrazaborolines 7a-d by the action of phenyl or trimethylsilyl azide, respectively; the formation of 7b, d is accompanied by the formation of the open-chain aminoboranes 9b, d.The action of triethylborane on 1a-d yields the diborylamines 5a-d and, moreover, the diborylamines 8a, d, isomeric to 5a, d.The formation of boron imides ArB=NAr (10a-d) as reaction intermediates is discussed and, in favour of that, the reactions of 1c with O-N(Me)=CH-Ph, yielding 11c, and of 1a, d with B(sBu)3, yielding 5a', 8a', 5d', are referred too.
