Author: Mehr, Louis, Becker, Ernrst I., & Spoerri, Paul E.

Description: A number of symmetrically substituted l,2,4,5-tetraarylpentane-l,5-diones have been synthesized by coupling substituted a-phenylacetophenones with formaldehyde in a base-catalyzed reaction. Michael addition of substituted a-phenylaceto-phenones to a-phenylaerylophenone produced unsymmetrically substituted 1,5-diones. Conversion of the 1,5-diketones to tetraarylcyclopentadienes was effected via reductive cyclization with zinc in acetic acid to the corresponding 1,2,3,5-tetra-arylcyclopentane-l,2-diols followed by their dehydration, or in the same steps, but without isolation of the diols.

Subject headings: Tetraarylcyclopentadienes; Synthesis

Publication year: 1955

Journal or book title: Journal of the American Chemical Society

Volume: 77

Issue: 4

Pages: 984–989

Find the full text : https://pubs.acs.org/doi/pdf/10.1021/ja01609a053

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Serial number: 3358