Electronic effects in the reaction of 1,3-diaryl-1,3-diketones with hydrazinopyridines |
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| Authors: | Nathan C Duncan Tim Nguyen Fernando Hung Kevin Klausmeyer |
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| Institution: | Department of Chemistry and Biochemistry, Baylor University, One Bear Place, #97348, Waco, TX 76798, USA |
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| Abstract: | The regioselectivity of the condensation of electronically unsymmetrical 1,3-diaryl-1,3-diketones with 2-hydrazinopyridine and 2,6-bis-hydrazinopyridine to form N-(2-pyridyl)-3,5-diarylpyrazoles was studied. Significant electronic effects on regioselectivities were observed, and regioselectivities were opposite to those exhibited by perfluoroalkyl/alkyl 1,3-diketones. The electronic effects correlate well to the difference between the Hammett σ+ coefficients of the para substituents on the aryl rings. |
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