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Stannylated Polynorbornenes as New Reagents for a Clean Stille Reaction
Author(s) -
Carrera Nora,
Gutiérrez Enrique,
Benavente Rut,
Villavieja M. Mar,
Albéniz Ana C.,
Espinet Pablo
Publication year - 2008
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200800558
Subject(s) - stille reaction , norbornene , reagent , aryl , tin , monomer , chemistry , polymer , copolymer , polymer chemistry , organic chemistry , alkyl
New functionalized polynorbornenes have been obtained in good yields by vinylic copolymerization of norbornene with a (norbornenyl)SnBu 2 Cl monomer, catalyzed by [Ni(C 6 F 5 ) 2 (SbPh 3 ) 2 ]. Subsequent functionalization produces a wide variety of polymers with different SnBu 2 R groups (R=aryl, vinyl, alkynyl). The polymers can be used as R‐transfer reagents in Stille couplings, thereby providing easy workup and separation of the polymeric tin byproducts from the coupling products. Tin contents of around 0.05 wt % are found in the Stille products. The stannylated polymers can be recycled and reused with good efficiency.