Anion-Dependent Switch in C–X Reductive Elimination Diastereoselectivity

[Image: see text] 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 S(N)2 type reductive elimination. In the absence of the added X(–) ligand...

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Autores principales: Geier, Michael J., Dadkhah Aseman, Marzieh, Gagné, Michel R.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2014
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4157736/
https://www.ncbi.nlm.nih.gov/pubmed/25221379
http://dx.doi.org/10.1021/om5006929
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author Geier, Michael J.
Dadkhah Aseman, Marzieh
Gagné, Michel R.
author_facet Geier, Michael J.
Dadkhah Aseman, Marzieh
Gagné, Michel R.
author_sort Geier, Michael J.
collection PubMed
description [Image: see text] 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 S(N)2 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.
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spelling pubmed-41577362015-08-14 Anion-Dependent Switch in C–X Reductive Elimination Diastereoselectivity Geier, Michael J. Dadkhah Aseman, Marzieh Gagné, Michel R. Organometallics [Image: see text] 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 S(N)2 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. American Chemical Society 2014-08-14 2014-09-08 /pmc/articles/PMC4157736/ /pubmed/25221379 http://dx.doi.org/10.1021/om5006929 Text en Copyright © 2014 American Chemical Society Terms of Use (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html)
spellingShingle Geier, Michael J.
Dadkhah Aseman, Marzieh
Gagné, Michel R.
Anion-Dependent Switch in C–X Reductive Elimination Diastereoselectivity
title Anion-Dependent Switch in C–X Reductive Elimination Diastereoselectivity
title_full Anion-Dependent Switch in C–X Reductive Elimination Diastereoselectivity
title_fullStr Anion-Dependent Switch in C–X Reductive Elimination Diastereoselectivity
title_full_unstemmed Anion-Dependent Switch in C–X Reductive Elimination Diastereoselectivity
title_short Anion-Dependent Switch in C–X Reductive Elimination Diastereoselectivity
title_sort anion-dependent switch in c–x reductive elimination diastereoselectivity
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4157736/
https://www.ncbi.nlm.nih.gov/pubmed/25221379
http://dx.doi.org/10.1021/om5006929
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AT dadkhahasemanmarzieh aniondependentswitchincxreductiveeliminationdiastereoselectivity
AT gagnemichelr aniondependentswitchincxreductiveeliminationdiastereoselectivity

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