Journal Article Synthesis of Tetraarylmethanes by the Triflic Acid-Promoted Formal Cross-Dehydrogenative Coupling of Triarylmethanes with Arenes

Nambo, Masakazu  ,  Yim, Jacky C.-H.  ,  Fowler, Kevin G.  ,  Crudden, Cathleen M.

28 ( 20 )  , pp.2936 - 2940 , 2017-12 , Georg Thieme Verlag
The formal cross-dehydrogenative coupling of triarylmethanes with arenes promoted by triflic acid and 2,3-dichloro-5,6-dicyano-1,4-benzoquinone is described. This method provides a variety of tetraarylmethane derivatives in good to excellent yields from triarylmethanes that can be readily prepared by our previous methods. Control experiments suggest a possible catalytic cycle involving the generation of a trityl cation intermediate followed by nucleophilic addition of the arene.

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