10.1021/om100096g.s001
Doris Pun
Doris
Pun
Emil Lobkovsky
Emil
Lobkovsky
Ivan Keresztes
Ivan
Keresztes
Paul J. Chirik
Paul J.
Chirik
Cyclopentanone Insertion into η<sup>9</sup>-Indenyl Rings of Zirconium Sandwich Complexes
American Chemical Society
2010
insertion
9H
NMR spectroscopy
equivalent
compound
indenyl
Zirconium Sandwich ComplexesAddition
diffraction
ketone
2010-04-12 00:00:00
Journal contribution
https://acs.figshare.com/articles/journal_contribution/Cyclopentanone_Insertion_into_sup_9_sup_Indenyl_Rings_of_Zirconium_Sandwich_Complexes/2778016
Addition of two equivalents of cyclopentanone to the bis(indenyl)zirconium sandwich compound (η<sup>9</sup>-C<sub>9</sub>H<sub>5</sub>-1,3-<sup>i</sup>Pr<sub>2</sub>)(η<sup>5</sup>-C<sub>9</sub>H<sub>5</sub>-1,3-<sup>i</sup>Pr<sub>2</sub>)Zr resulted in selective insertion of two equivalents of the ketone into the 1 and 4 positions of one of the indenyl ligands, and the resulting product was characterized by NMR spectroscopy and X-ray diffraction. For the mixed ring compound, (η<sup>5</sup>-C<sub>5</sub>Me<sub>5</sub>)(η<sup>9</sup>-C<sub>9</sub>H<sub>5</sub>-1,3-<sup>i</sup>Pr<sub>2</sub>)Zr, two isomeric double-insertion products were observed where C−C bond formation took place at the 1 and 4 (major) and 1 and 6 (minor) positions of the indenyl. The major product was characterized by X-ray diffraction. Deuterium labeling experiments and addition of substoichiometric amounts of ketones were used to gain insight into the preferred sites of insertion, and mono(ketone) intermediates were observed and characterized by NMR spectroscopy.