Publication Date:
2017-09-27
Description:
The mechanochemical Knoevenagel condensation of malononitrile with p -nitrobenzaldehyde was studied in situ using a tandem approach. X-ray diffraction and Raman spectroscopy were combined to yield time-resolved information on the milling process. Under solvent-free conditions, the reaction leads to a quantitative conversion to p -nitrobenzylidenemalononitrile within 50 minutes. The in situ data indicate that the process is fast and proceeds under a direct conversion. After stopping the milling process, the reaction continues until complete conversion. The continuous and the stopped milling process both result in crystalline products suitable for single crystal X-ray diffraction. Beilstein J. Org. Chem. 2017, 13, 2010–2014. doi:10.3762/bjoc.13.197
Keywords:
ball millingC–C couplingin situKnoevenagel condensationmechanochemistry
Electronic ISSN:
1860-5397
Topics:
Chemistry and Pharmacology
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