
Tetrahedron Letters p. 9393 - 9396 (1998)
Update date:2022-08-02
Topics:
Bieber, Lothar W.
Storch, Elisabeth C.
Malvestiti, Ivani
Da Silva, Margarete F.
Benzylic chlorides react in aqueous dibasic potassium phosphate under silver catalysis with aromatic aldehydes in the presence of zinc dust to give 1,2-diaryl alcohols in moderate to good yields. Dimerization to bibenzyls and reduction of the halide are important side reactions. A wide range of substituted aromatic and heteroaromatic aldehydes and of substituted benzylic chlorides can be used. Aliphatic aldehydes and ketones are unreactive. A mechanism of two SET on the metal surface is discussed.
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Doi:10.1002/hlca.19690520826
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