Treatment of 3-formyl-acetyl-acetone with the isomeric -, - and -amino-benzoic acids led to the formation of the corresponding Schiff bases, namely, 3-[(2-carb-oxy-phenyl-amino)-methyl-idene]pentane-2,4-dione, , 3-[(3-carb-oxy-phenyl-amino)-methyl-idene]pentane-2,4-dione, , and 3-[(4-carb-oxy-phenyl-amino)-methyl-idene]pentane-2,4-dione, , all CHNO, that contain a planar amino-methyl-ene-pentane-2,4-dione core with a strong intra-molecular N-H⋯O hydrogen bridge. The carb-oxy-phenyl groups attached to the nitro-gen atom are almost coplanar to the central mol-ecular fragment. Depending on the position of the carboxyl unit, different supra-molecular structures with hydrogen-bonding networks are formed in the three title structures.
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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC8739200 | PMC |
http://dx.doi.org/10.1107/S2056989021013050 | DOI Listing |
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