3190-18-9

Basic information

• Product Name: N_.N'-Bis-benzhydryliden-meso-1.2-diphenyl-aethylendiamin
• Synonyms: N_.N'-Bis-benzhydryliden-meso-1.2-diphenyl-aethylendiamin
• CAS NO: 3190-18-9
• Molecular Weight: 540.707
• Mol File: 3190-18-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: N_.N'-Bis-benzhydryliden-meso-1.2-diphenyl-aethylendiamin(CAS DataBase Reference)
• NIST Chemistry Reference: N_.N'-Bis-benzhydryliden-meso-1.2-diphenyl-aethylendiamin(3190-18-9)
• EPA Substance Registry System: N_.N'-Bis-benzhydryliden-meso-1.2-diphenyl-aethylendiamin(3190-18-9)

Safety Data

• Hazardous Substances Data: 3190-18-9(Hazardous Substances Data)

Upstream product

• 119-61-9 benzophenone 
• 951-87-1 meso-1,2-diphenyl-1,2-diaminoethane 
• 100-52-7 benzaldehyde 
• 7699-79-8 benzhydrylidene-benzyl-amine 
• 100-46-9 benzylamine 
• 1013-88-3 Benzophenone imine 
• 352-34-1 4-fluoro-1-iodobenzene 

Relevant articles and documents

Transition-Metal-Free Radical C(sp3)-C(sp2) and C(sp3)-C(sp3) Coupling Enabled by 2-Azaallyls as Super-Electron-Donors and Coupling-Partners

The past decade has witnessed the rapid development of radical generation strategies and their applications in C-C bond-forming reactions. Most of these processes require initiators, transition metal catalysts, or organometallic reagents. Herein, we report the discovery of a simple organic system (2-azaallyl anions) that enables radical coupling reactions under transition-metal-free conditions. Deprotonation of N-benzyl ketimines generates semistabilized 2-azaallyl anions that behave as super-electron-donors (SEDs) and reduce aryl iodides and alkyl halides to aryl and alkyl radicals. The SET process converts the 2-azaallyl anions into persistent 2-azaallyl radicals, which capture the aryl and alkyl radicals to form C-C bonds. The radical coupling of aryl and alkyl radicals with 2-azaallyl radicals makes possible the synthesis of functionalized amine derivatives without the use of exogenous radical initiators or transition metal catalysts. Radical clock studies and 2-azaallyl anion coupling studies provide mechanistic insight for this unique reactivity.

2-Azaallyl Anions as Light-Tunable Super-Electron-Donors: Coupling with Aryl Fluorides, Chlorides, and Bromides

Herein, we present 2-azaallyl anions as colored super-electron-donors capable of reducing a collection of aryl halides via a single electron transfer and coupling with the corresponding radicals to forge new C?C bonds. This offers a robust approach for th