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Isotope Effects Associated with α‐Olefin Insertion in Zirconocene‐Based Polymerisation Catalysts: Evidence for an α‐Agostic Transition State
Author(s) -
Krauledat Hehmuth,
Brintzinger HansHerbert
Publication year - 1990
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199014121
Subject(s) - agostic interaction , diastereomer , catalysis , zirconium , chemistry , alkyl , olefin fiber , transition metal , crystallography , kinetic isotope effect , polymer chemistry , stereochemistry , medicinal chemistry , organic chemistry , deuterium , metal , physics , quantum mechanics
The hydrodimerization of trans ‐ and of cis ‐1‐deuterio‐l‐hexene to the threo ‐ and erythro ‐isomers of 6‐deuterio‐5‐deuteriomethylundecane with the chiral pre‐catalyst rac ‐ethylenebis(tetrahydroindenyl)zirconium dichloride gave diastereomeric ratios of 2.4:1, which, depending on ( E )‐ or ( Z )‐configuration of the diene, reverse. The results confirm observations by Pino et al. that α‐olefins insert into Zr—H and Zr—alkyl bonds with opposite enantiofacial orientation.