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Hitoshi Kuniyasu, Fumikazu Yamashita, Jun Terao and Nobuaki Kambe Definitive Evidence for the Insertion of Terminal Alkynes into ArylS[BOND]Pt Bonds: “o-Halogen Effect” in Stoichiometric and Catalytic Reactions Angewandte Chemie International Edition 46

Article first published online: 6 JUL 2007 | DOI: 10.1002/anie.200604986

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An unexpected acceleration of the insertion of terminal alkynes into the S[BOND]Pt bond of complexes 1 was observed when an o-halogen substituent was present in the SAr moiety (see scheme). The reaction rates for G=o-Cl, o-Br, or o-I were much greater than for electron-donating or electron-withdrawing groups. This “o-halogen effect” was also found to be relevant to the Pd-catalyzed addition of (ArS)2 to alkynes.

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