RESUMEN
This study processes a facile and green approach for the Markovnikov-selective hydroamination of styrene with naphthylamine through irradiation with UV LED light (365 nm) via an electron donor-acceptor complexation between naphthylamines and oxygen in situ. This protocol showcases the synthetic potential for aerobic C-N bond formation without using a metal catalyst and photosensitizer. Three naphthylamines were examined and afforded desired C-N bond formation product in moderate yield.
Asunto(s)
Electrones , Estireno , Estireno/química , Aminas/química , Aminación , MetalesRESUMEN
Bis(dithienylethene)-based BINOL-derived phosphoric acid (DTE-BPA) has been developed as a light-controlled chiral organocatalyst for the first time. The photoinduced modulation of the reactivity and selectivity via the open/close isomerization of the DTE scaffold led to superior light-controlled ability in the enantioselective aza-Friedel-Crafts reaction of aldimines with indoles. DFT studies showed that photoisomerization is accompanied by a shift of 1.1 pKa units between the open and closed isomers.
RESUMEN
Three mixed porphyrins, icpp (1-3), were synthesized via the reactions of 4-formylbenzoic acid and 4-imidazolecarboxaldehyde, and then five amorphous or crystalline Zr-MOFs-SPUZ (1-5) were obtained from icpp (1-3), timp and tcpp, respectively. The catalytic activities of the synthesized porphyrins and MOFs were studied on the Knoevenagel condensation of aldehydes and malononitrile under solvent-free conditions. Among them, amorphous MOF SPUZ-1 showed the highest catalytic activity. Further studies on various aldehydes demonstrated that most reactions were completed with a low catalyst loading (1 mol%) in a short reaction time (5-30 min), and the best result was obtained with the yield of 99.9% within 5 min. Moreover, SPUZ-1 could be recycled 7 times without significant loss of activity.