4.7 Article

Synthesis and Characterization of Isodiphenylfluorindone and Isodiphenylfluorindinone

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 83, Issue 8, Pages 4754-4761

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.8b00554

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Isodiphenylfluorindone 6 and isodiphenylfluorindinone 7 are synthesized. The former reacts with NaOMe to give the 13-methoxyisodiphenylfluorindone 22 (95%), while the latter reacts with 70% perchloric acid to give the bisperchlorate 21 (87%) and with MnO2 dimerizes to give 13,13'-bi(isodiphenylfluorindone) 4 (60%). UV-vis, NMR, CV, and DFT computational studies support the structural assignments of all products. Single-crystal X-ray diffraction studies are reported for isodiphenylfluorindinone 7.

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