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Trispyrazolylborate Ligands Supported on Vinyl Addition Polynorbornenes and Their Copper Derivatives as Recyclable Catalysts
Author(s) -
Molina de la Torre Jesús A.,
PérezOrtega Ignacio,
Beltrán Álvaro,
Rodríguez Manuel R.,
DíazRequejo M. Mar,
Pérez Pedro J.,
Albéniz Ana C.
Publication year - 2019
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.201803852
Subject(s) - catalysis , nitrene , carbene , copper , chemistry , polymer chemistry , polymerization , acetonitrile , adduct , homogeneous , polymer , organic chemistry , physics , thermodynamics
Polynorbornenes prepared by vinyl addition polymerization and bearing pendant alkenyl groups serve as skeletons to support trispyrazolylborate ligands (Tp x ) built at those alkenyl sites. Reaction with CuI in acetonitrile led to VA‐PNB–Tp x Cu(NCMe) (VA‐PBN=vinyl addition polynorbornene) with a 0.8–1.4 mmol incorporation of Cu per gram of polymer. The presence of tetracoordinated copper(I) ions was been assessed by FTIR studies on the corresponding VA‐PNB‐Tp x Cu(CO) adducts, in agreement with those on discrete Tp x Cu(CO). The new materials were employed as heterogeneous catalysts in several carbene‐ and nitrene‐transfer reactions, showing a behavior similar to that of the homogeneous counterparts but also being recycled several times maintaining a high degree of activity and selectivity. This is the first example of supported Tp x ligands onto polymeric supports with catalytic applications.