215-15-6

Upstream product

• 14140-04-6 phenanthrene-9,10-dione oxime 
• 3942-85-6 10-imino-10H-phenanthren-9-one 
• 1608-26-0 Hexamethylphosphorous triamide 
• 64-19-7 acetic acid 
• 84-11-7 9,10-phenanthrenequinone 
• 100-46-9 benzylamine 
• 71-43-2 benzene 

Relevant academic research and scientific papers

THE BEHAVIOUR OF PHENANTHRENEQUINONE DERIVATIVES TOWARDS ACYCLIC AMINOPHOSPHINES

Tris(dimethylamino)phosphine (IIIa) and/or bis-dimethylaminophenyl-phosphine (IIIb) react with 9,10-dihydro(9-dicyanomethylene)phenanthrene-10-one (Ib) to produce 1:1 adducts which have the aminophosphonium dipolar ion structure (V) in the crystalline state and in solutions.The 1:1 adduct isolated from the reaction of IIIb with 9,10-phenanthrenequinonenmonoimine (Ic) has a similar dipolar structure (XII) in the crystalline state.Solutions of the latter contained the same molecular species (XII) in equilibrium with a cyclic aminophospholene species (XIII).Only decomposition products could be observed from the reaction of IIIa with Ic.The products in this case were the phosphoroamidate (X), 9,10-phenanthrenequinone (Ia) and phenanthroxazine XI.A mechanism is proposed to explain the formation of these compounds.Key words: Tris(dimethylamino)phosphine (IIIa); bis-(dimethylamino)-phenyl-phosphine (IIIb); 9,10-dihydro(9-dicyanomethylene)phenanthrene-10-one (Ib); 9,10-phenanthrenequinonemonoimine (Ic); phosphonium dipolar ions (V, XII); cyclic aminophospholene ring system (XIII); phenanthroxazine (XI); hexamethylphosphoroamidate (X).