η3-Allyl Coordination at Tin(II)-Reactivity towards Alkynes and Benzonitrile

We herein report the synthesis and characterization of a terphenyl‐substituted SnII allyl compound featuring an η3 coordination mode in solution and in the solid state. Two examples for the interesting reactivity of the allyl SnII molecule are presented: Reactions with terminal alkynes result in the...

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Veröffentlicht in:Angewandte Chemie International Edition 2015-04, Vol.54 (18), p.5502-5506
Hauptverfasser: Krebs, Kilian M., Wiederkehr, Jessica, Schneider, Julia, Schubert, Hartmut, Eichele, Klaus, Wesemann, Lars
Format: Artikel
Sprache:eng ; jpn
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Zusammenfassung:We herein report the synthesis and characterization of a terphenyl‐substituted SnII allyl compound featuring an η3 coordination mode in solution and in the solid state. Two examples for the interesting reactivity of the allyl SnII molecule are presented: Reactions with terminal alkynes result in the formation of tricyclic compounds by CC bond formation and the dimerization of two Sn moieties whereas the reaction with benzonitrile leads to a sixteen‐membered ring system through CH activation. 3 to II: An example for the η3 coordination of an allyl group to a SnII center is presented. The allyl tin(II) compound undergoes allyl couplings in reactions with alkynes to yield tricyclic systems, and a sixteen‐membered macrocycle is formed with benzonitrile (see Scheme).
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201500386