5554-81-4Relevant academic research and scientific papers
Comparison of free-radical inhibiting antioxidant properties of carvedilol and its phenolic metabolites
Malig, Thomas C.,Ashkin, Mitchell R.,Burman, Austin L.,Barday, Manuel,Heyne, Belinda J. M.,Back, Thomas G.
, p. 606 - 615 (2017/03/30)
Carvedilol is a widely prescribed drug for the treatment of heart failure and the prevention of associated ventricular arrhythmias. It has also been reported to function as a biological antioxidant via hydrogen atom transfer from its carbazole N-H moiety
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.
Bridging the Gap between Bisylides and Methandiides: Isolation, Reactivity, and Electronic Structure of an Yldiide
Scherpf, Thorsten,Wirth, Regina,Molitor, Sebastian,Feichtner, Kai-Stephan,Gessner, Viktoria H.
supporting information, p. 8542 - 8546 (2015/11/27)
Bisylides and methandiides are two unique families of carbon bases that have found a variety of applications in recent years. Metalated ylides (yldiides) are the link between these types of compounds. Yet, only little is known about their properties, reactivities, and particularly their electronic structure. Here, we report the preparation of the metalated ylide [Ph3P-C-SO2Tol]- (1) with different alkali metal counterions. The compounds have been studied by X-ray diffraction analysis and NMR spectroscopy and the first structures of a sodium and potassium yldiide are presented. The electronic structure of 1 was explored by DFT calculations confirming its relation with other divalent carbon species. Reactivity studies demonstrate the strong nucleophilicity of the yldiide and its capability to act both as a σ- and π-donor. Metalation makes a difference. The metalation of a stabilized phosphorus ylide yields the isolable yldiide [Ph3P-C-SO2Tol]-, which was isolated with different alkali metal counterions. Its electronic structure shows a clear relation to other divalent carbon species such as bisylides. Reactivity studies demonstrate the strong nucleophilicity of the yldiide and its capability to act both as a σ- and π-donor.
