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NEW JOURNAL OF CHEMISTRY
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ROYAL SOC CHEMISTRY
DOI: 10.1039/d3nj03458e
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Metal-free synthesis of highly functionalized (E)-stilbenes cored with electronic donor and acceptor functionalities was achieved through a carbanion-induced ring transformation reaction between (E)-4-(4-(dimethylamino)phenyl)but-3-en-2-one 12 and 6-aryl-2H-pyran-2-ones 9 in the presence of a base. The procedure has several advantages, including mild reaction conditions, readily available precursors, metal-free synthesis, simple setup, and the synthesis of various substituted regioselective (E)-stilbenes in good yields.
Metal-free synthesis of highly functionalized (E)-stilbenes cored with electronic donor and acceptor functionalities was achieved through a carbanion-induced ring transformation reaction between (E)-4-(4-(dimethylamino)phenyl)but-3-en-2-one 12 and 6-aryl-2H-pyran-2-ones 9 in the presence of a base. The procedure has several advantages, including mild reaction conditions, readily available precursors, metal-free synthesis, simple setup, and the synthesis of various substituted regioselective (E)-stilbenes in good yields. All the synthesized compounds 13a-j were found to be thermally stable and exhibited fluorescence in the range of 436-490 nm. A considerable positive solvatochromic behaviour in different solvents of varying polarity was observed, and the concentration study indicated the non-aggregating behaviour of all the synthesized compounds.
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