4DPAIPN
CAS Number 1846598-27-3
High Purity Sublimed Materials, Materials, Semiconducting Molecules, TADF Materials
Isophthalonitrile Photocatalyst
TADF cyanoarene photosensitizer available in sublimed (≥99%) and unsublimed (≥98%) grade
Specifications | MSDS | Literature and Reviews | Related Products
4DPAIPN is a typical donor–acceptor fluorophore with excellent redox window and good chemical stability. With four diphenylamine as electron donor groups and two nitrile groups at meta-positions as electron acceptor on a fully substituted benzene ring, 4DPAIPN is very similar in chemical structure to 4CzIPN. The only difference between them is that 4DPAIPN has four diphenylamine groups while 4CzIPN has four carbazole functional groups.
4DPAIPN has emerged as a powerful and effective metal-free organic photocatalyst in a great variety of chemical reactions. 4-alkyl-1,4-dihydropyridines (DHPs) undergo phosphonylation with 9-fluorenyl o-phenylene phosphite under blue LEDs in the presence of 1 mol% 1,2,3,5-4DPAIPN and 200 mol% triethylamine. This reaction is applicable to primary, secondary, and even tertiary DHPs and exhibits a broad substrate scope and excellent functional group tolerance.
General Information
| CAS Number | 1846598-27-3 |
|---|---|
| Full Name | 2,4,5,6-Tetrakis(diphenylamino)isophthalonitrile |
| Chemical Formula | C56H40N6 |
| Molecular Weight | 796.96 g/mol |
| Photocatalyst Activation | 390 nm |
| Fluorescence | λem 470 nm, 536 nm nm in acetonitrile |
| HOMO/LUMO | E1/2(*P/P-) = 1.21 V, E1/2(P/P-) = -1.52 V, |
| Classification/Family | Triphenylamine, Phthalonitrile, Cyanoarene, TADF materials, Photosensitizers, Photocatalysts |
Chemical Structure
Product Details
| Purity | Unsublimed >98.0% (1H NMR), Sublimed > 99% |
|---|---|
| Melting Point | N/A |
| Appearance | Yellow powder/crystals |
MSDS Documentation
4DPAIPN MSDS sheetLiterature and Reviews
- P. Singh et al. (2020); Recent advances in using 4DPAIPN in photocatalytic transformations, Org. Biomol. Chem., 19, 313-321; DOI: 10.1039/D0OB01884H.
- H. Zhang et al. (2024); Facile synthesis of alkylphosphonates from 4-alkyl-1,4-dihydropyridines via photoinduced formal deformylative phosphonylation, Org. Chem. Front., 11, 4502-4507; DOI: 10.1039/D4QO00863D.
- M. Villa et al. (2024); Organic super-reducing photocatalysts generate solvated electrons via two consecutive photon induced processes, Chem. Sci., 15, 14739-14745; DOI: 10.1039/D4SC04518A.
