Definitive Evidence for the Insertion of Terminal Alkynes into ArylSPt Bonds: “ o ‐Halogen Effect” in Stoichiometric and Catalytic Reactions | Zendy

Kuniyasu Hitoshi | Zendy; Yamashita Fumikazu | Zendy; Terao Jun | Zendy; Kambe Nobuaki | Zendy

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Definitive Evidence for the Insertion of Terminal Alkynes into ArylSPt Bonds: “ o ‐Halogen Effect” in Stoichiometric and Catalytic Reactions

Author(s) -

Kuniyasu Hitoshi,

Yamashita Fumikazu,

Terao Jun,

Kambe Nobuaki

Publication year - 2007

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200604986

Subject(s) - halogen , moiety , substituent , stoichiometry , catalysis , chemistry , medicinal chemistry , terminal (telecommunication) , alkyne , halogen bond , stereochemistry , polymer chemistry , organic chemistry , computer science , telecommunications , alkyl

An unexpected acceleration of the insertion of terminal alkynes into the SPt 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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