2-(9-Anthracenylmethylene)propanedinitrile

General procedure: The mixture of aromatic aldehyde (10.0 mmol), malononitrile or ethylcyanoacetate (11.0 equiv), pyridine (10.0 mmol) was stirred at 95 General procedure: The amine‐grafted MOF‐catalyzed Knoevenagel condensationreactions of aldehydes and active methylene compoundswere conducted in magnetically stirred round bottom flasks fitted with a reflux condenser. In a typical reaction, a mixture of cyclohexane (10 mL), benzaldehyde (1 mmol), and malononitrile(1.1 mmol) was added to a 50 mL flask containing catalyst2 (6 mg, 1 molpercent). The concentration of the catalyst wascalculated with respect to the molar ratio of the terminal aminogroup to the aldehyde. For comparison, the amounts of theother catalysts were also calculated based on the molaramounts of the amino groups available for the reaction (8 and27 mg for 3 and 4, respectively). The resulting mixture wasstirred at 40 °C for 2 h. The catalyst was then separated fromthe reaction mixture by centrifugation, and washed with ethylacetate (5 × 2 mL) to remove any physically adsorbed reagents.The catalyst was then dried at room temperature for 6 h andreused in the next run. The filtrate was concentrated underreduced pressure to give the crude Knoevenagel product as aresidue, which was purified by flash column chromatographyover silica gel to give the pure product. The pure product wascharacterized by 1H NMR using 1, 3, 5‐trimethylbenzene as aninternal standard.

Molecular Weight:254.3
XLogP3:4.8
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:254.084398327
Monoisotopic Mass:254.084398327
Topological Polar Surface Area:47.6
Heavy Atom Count:20
Complexity:446
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes