Premium
Definitive Evidence for the Insertion of Terminal Alkynes into ArylSPt 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.