244261-14-1

Upstream product

• 50-00-0 formaldehyd 
• 32690-28-1 4,5-dinitro-1,2-phenylenediamine 

Downstream Products

• 1413265-62-9 1,2-bis(2-hydroxy-3,5-di-tert-butylbenzimino)-4,5-bis-(dimethylamino)benzene 
• 1413265-60-7 N¹,N¹,N²,N²-tetramethylbenzene-1,2,4,5-tetraamine 

Relevant academic research and scientific papers

Singly and Doubly Quinoxaline-Fused BIII Subporphyrins

B-Phenyl BIII subporphyrin-α-diones prepared in a three-step reaction sequence from the parent subporphyrin were condensed with 1,2-diaminobenzenes to give the corresponding quinoxaline-fused subporphyrins in variable yields. Quinoxaline-fused B-phenyl-5,10,15-triphenyl BIII subporphyrin was transformed to the corresponding subporphyrin-α-dione in the same three-step reaction sequence, which was then condensed with 1,2-diaminobenzene to give doubly quinoxaline-fused subporphyrin. These quinoxaline-fused subporphyrins exhibit redshifted absorption and fluorescence spectra compared with the parent one. A singly quinoxaline-fused subporphyrin bearing three meso-bis(4-dimethylaminophenyl)aminophenyl substituents shows blueshifted fluorescence in less polar solvent, which has been ascribed to emission associated with charge recombination of intramolecular charge transfer (CT) state.

Reversible double oxidation and protonation of the non-innocent bridge in a nickel(II) salophen complex

Substitution on the aromatic bridge of a nickel(II) salophen complex with electron-donating dimethylamino substituents creates a ligand with three stable, easily and reversibly accessible oxidation states. The one-electron-oxidized product is characterized as a nickel(II) radical complex with the radical bore by the central substituted aromatic ring, in contrast to other nickel(II) salen or salophen complexes that oxidize on the phenolate moieties. The doubly oxidized product, a singlet species, is best described as having an iminobenzoquinone bridge with a vinylogous distribution of bond lengths between the dimethylamino substituents. Protonation of the dimethylamino substituents inhibits these redox processes on the time scale of cyclovoltammetry, but electrolysis and chemical oxidation are consistent with deprotonation occurring concomitantly with electron transfer to yield the mono- and dioxidized species described above.