6982-53-2Relevant academic research and scientific papers
Using Ylide Functionalization to Stabilize Boron Cations
Scherpf, Thorsten,Feichtner, Kai-Stephan,Gessner, Viktoria H.
supporting information, p. 3275 - 3279 (2017/03/17)
The metalated ylide YNa [Y=(Ph3PCSO2Tol)?] was employed as X,L-donor ligand for the preparation of a series of boron cations. Treatment of the bis-ylide functionalized borane Y2BH with different trityl salts or B(C6F5)3 for hydride abstraction readily results in the formation of the bis-ylide functionalized boron cation [Y?B?Y]+ (2). The high donor capacity of the ylide ligands allowed the isolation of the cationic species and its characterization in solution as well as in solid state. DFT calculations demonstrate that the cation is efficiently stabilized through electrostatic effects as well as π-donation from the ylide ligands, which results in its high stability. Despite the high stability of 2 [Y?B?Y]+ serves as viable source for the preparation of further borenium cations of type Y2B+←LB by addition of Lewis bases such as amines and amides. Primary and secondary amines react to tris(amino)boranes via N?H activation across the B?C bond.
Synthesis and structures of two new types of boronium salts
Braun, Ulrike,Noeth, Heinrich
, p. 2296 - 2302 (2008/02/12)
Transamination of di(pyrid-2-yl)amine (1) with B(NMe2) 3 leads to the isomeric heterocyclic bis(dimethylamino)boryl compound 4 and not to bis(diniethylamino)di(pyrid-2-yl)arninoborane (2). B(NMe 2)3 reacts with aniline (1:2 ratio) to yield a 1:1 mixture of B(NHPh)3 and (Me2N)2BNHPh. Transamination of this mixture with 1 yields the anihnodimethylamino analogue of 4 (compound 7). Compound 4 reacts with CHCl3 to generate the boronium salt 5 by the abstraction of HCl from CHCl3 and addition of HCl to one of the dimethylamino groups. Compound 5 crystallizes with 4 molecules of CHCl 3. Compound 4 is attacked by AlCl3 in toluene to give a mixture of unidentified products from which the tetrachloroaluminate of a new type of spirocyclic diboronium cation, 8, was isolated and characterized by X-ray crystallography. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.
Triaminoboranes and their metallation to N-lithiotriaminoboranes
Braun, Ulrike,Habereder, Tassilo,Noeth, Heinrich,Piotrowski, Hans,Warchhold, Marcus
, p. 1132 - 1145 (2007/10/03)
In order to study the competition between deprotonation, borate formation, and B-N bond cleavage, six triaminoboranes bearing 1-3 NH functions were treated with butyllithium. The 2-anilino-1,3,2-diazaborolidine 1 was cleanly deprotonated, but the resultin
Dehydrofluorination of amine-metalloid fluorides. III. The dehydrofluorination of primary amine-boron trifluoride adducts
Harris, James J.,Rudner
, p. 1258 - 1262 (2008/10/08)
Primary amine adducts of boron trifluoride or salts of fluoroboric acid are readily dehydrofluorinated by the adducts of hindered, preferably tertiary amines with boron trifluoride. The procedure has been applied primarily to the preparation of B-fluorobo
