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Anion-Dependent Switch in C-X Reductive Elimination Diastereoselectivity.


ABSTRACT: Reaction of a complex Pt organometallic species with electrophilic halogen sources in the presence of X- ligands changes the mechanism of reductive elimination from a concerted reductive coupling type to an SN2 type reductive elimination. In the absence of the added X- ligand the reductive elimination is stereoretentive; in its presence, the process is stereoinvertive. This selectivity hinges on the reactivity of a key five-coordinate Pt(IV) intermediate with the X- ligand.

SUBMITTER: Geier MJ 

PROVIDER: S-EPMC4157736 | biostudies-literature | 2014 Sep

REPOSITORIES: biostudies-literature

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Anion-Dependent Switch in C-X Reductive Elimination Diastereoselectivity.

Geier Michael J MJ   Dadkhah Aseman Marzieh M   Gagné Michel R MR  

Organometallics 20140814 17


Reaction of a complex Pt organometallic species with electrophilic halogen sources in the presence of X<sup>-</sup> ligands changes the mechanism of reductive elimination from a concerted reductive coupling type to an S<sub>N</sub>2 type reductive elimination. In the absence of the added X<sup>-</sup> ligand the reductive elimination is stereoretentive; in its presence, the process is stereoinvertive. This selectivity hinges on the reactivity of a key five-coordinate Pt(IV) intermediate with the  ...[more]

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