• Ryoichi Kuwano presents the palladium-catalyzed synthesis of ortho-fluorodiarylmethanes.

    From left: Prof. R. Kuwano, Dr. Y. Makida (Kyushu University, Japan)

     

Pd-Catalyzed Synthesis of ortho-Fluorodiarylmethanes

Ryoichi Kuwano presents the palladium-catalyzed synthesis of ortho-fluorodiarylmethanes.

Palladium-Catalyzed Decarboxylation of Benzyl Fluorobenzoates: Y. Makida, Y. Matsumoto, R. Kuwano
Synlett 2017, DOI: 10.1055/s-0036-1588572

Fluorine is a small atom with a big ego, according to the famous definition of the late Professor Kenji Uneyama (Okayama University, Japan), and its chemistry is unique and sometimes unpredictable. Another example of the peculiar properties of fluorinated compounds has been discovered recently by the group of Professor Ryoichi Kuwano from Kyushu University (Fukuoka, Japan). In the paper the authors demonstrate that a novel palladium-catalyzed decarboxylative cross-coupling reaction requires an ortho-fluorine atom – and the steric constraint on another substituent in ortho-position – to result in a new C–C bond formation.

  • Ryoichi Kuwano presents the palladium-catalyzed synthesis of ortho-fluorodiarylmethanes.

    Pd-catalyzed decarboxylation of benzyl fluorobenzoates

     
Professor Kuwano said: “The catalytic decarboxylative C–C bond formation of benzyl benzoates may be equivalent to the cross-coupling reaction between benzyl alcohols and benzoic acids, because the substrates are readily obtained from the ester condensation. The palladium catalysis may lead to a paradigm shift in the reaction of alcohols and carboxylic acids, if the condensation and decarboxylation can be carried out in a one-pot process.”
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